Skip to main content
SpringerLink
Log in

Simple Trivalent Organoaluminum Species: Perspectives on Structure, Bonding, and Reactivity

  • Chapter
  • First Online:
Modern Organoaluminum Reagents

Part of the book series: Topics in Organometallic Chemistry ((TOPORGAN,volume 41))

Abstract

This chapter deals with the most significant developments in Al(III) organoaluminum chemistry since 2000. The most prominent synthetic and structural features along with reactivity trends are discussed for organoaluminum compounds featuring simple σ-bonded substituents and the corresponding 4- and 5-coordinate complexes formed in the presence of Lewis base. The structural effects of including ligands with group 15 and 16 donors are discussed in terms of the formation of heteroatom bridges and the ubiquitous formation of cyclic motifs. The structural implications of using bidentate, chelating ligands are also introduced, including the propensity of these for stabilizing cationic Al(III) species. The current and potential utility of such species in areas such as catalysis and material science is also highlighted with, whenever appropriate, structure/reactivity correlations.

This is a preview of subscription content, log in via an institution to check access.

Access this chapter

Log in via an institution
Chapter
USD 29.95
Price excludes VAT (USA)
  • Available as PDF
  • Read on any device
  • Instant download
  • Own it forever
eBook
USD 259.00
Price excludes VAT (USA)
  • Available as EPUB and PDF
  • Read on any device
  • Instant download
  • Own it forever
Softcover Book
USD 329.99
Price excludes VAT (USA)
  • Compact, lightweight edition
  • Dispatched in 3 to 5 business days
  • Free shipping worldwide - see info
Hardcover Book
USD 329.99
Price excludes VAT (USA)
  • Durable hardcover edition
  • Dispatched in 3 to 5 business days
  • Free shipping worldwide - see info

Tax calculation will be finalised at checkout

Purchases are for personal use only

Institutional subscriptions

Abbreviations

3,5-tBu2pz:

3,5-Di-tert-butylpyrazolyl

Ar-Dimpy:

2,6-(ArNCR)2C5H3N]

BHT:

2,6-Di-tert-butyl-4-methylphenolate

bpy:

2,2′-Bipyridyl

BINOL:

1,1′-Bi-2-naphthol

Cy:

Cyclohexyl

ε-CL:

ε-Caprolactone

DAB:

Diazabutadiene

Dipp:

2,6-iPr2-C6H3

Dipp-BIAN:

1,2-Bis[(2,6-diisopropylphenyl)imino]acenaphthene

DMF:

Dimethylformamide

EDBP:

2,2′-Ethylidenebis(4,6-di-tert-butylphenoxide)

elacH:

rac-Ethyl lactate

EPR:

Electron paramagnetic resonance

Et:

Ethyl

FLP:

Frustrated Lewis pair

H-dpt:

1,3-Diphenyltriazene

H-hacet:

2′-Hydroxyacetophenone

iBu:

Isobutyl

IMes:

1,3-Dimesitylimidazol-2-ylidene

Impy:

2,6-Bis(1-methylethyl)-N-(2-pyridinylmethylene)phenylamine

iPr:

Isopropyl

iPr2-ATI:

N,N′-Diisopropylaminotroponiminate

LA:

Lactide

Me:

Methyl

Mes:

2,4,6-Me3-C6H3H2

Mes*:

2,4,6-tBu3-C6H2

mesal:

Methyl salycilate anion

MPV:

Meerwein–Ponndorf–Verley

NHC:

N-Heterocyclic carbene

NMR:

Nuclear magnetic resonance

OPP:

Oppenauer

Ph:

Phenyl

py-O:

Pyridine oxide

py:

Pyridine

py-Me:

γ-Picoline

pz:

Pyrazolyl

ROP:

Ring-opening polymerization

salen:

(N,N′-Alkyl/aryl)bis-salicylideneimine

salophen:

O-Phenylenediamine-bridged

tbp:

Trigonal bipyramidal

tBu:

tert-Butyl

Tf:

Triflate

XPS:

X-ray photoelectron spectroscopy

XRD:

X-ray diffraction

References

  1. Maher JP (2000) Annu Rep Prog Chem, Sect A: Inorg Chem 96:45

    CAS  Google Scholar 

  2. Almond MJ (2000) In: Green M (ed) Specialist periodical reports: organometallic chemistry, vol 28. Royal Society of Chemistry, London, pp 107–137

    Google Scholar 

  3. Maher JP (2001) Annu Rep Prog Chem, Sect A: Inorg Chem 97:49

    CAS  Google Scholar 

  4. Almond MJ (2001) In: Green M (ed) Specialist periodical reports: organometallic chemistry, vol 29. Royal Society of Chemistry, London, pp 127–152

    Google Scholar 

  5. Maher JP (2002) Annu Rep Prog Chem, Sect A: Inorg Chem 98:45

    CAS  Google Scholar 

  6. Almond MJ (2002) In: Specialist periodical reports: organometallic chemistry, vol 30. Royal Society of Chemistry, London, pp 128-158

    Google Scholar 

  7. Maher JP (2003) Annu Rep Prog Chem, Sect A: Inorg Chem 99:43

    CAS  Google Scholar 

  8. Kresiński RA (2004) Annu Rep Prog Chem, Sect A: Inorg Chem 100:55

    Google Scholar 

  9. Aldridge S (2004) In: Green M (ed) Specialist periodical reports: organometallic chemistry, vol 31. Royal Society of Chemistry, London, pp 130–176

    Google Scholar 

  10. Kresiński RA (2005) Annu Rep Prog Chem, Sect A: Inorg Chem 101:54

    Google Scholar 

  11. Aldridge S (2005) In: Green M (ed) Specialist periodical reports: organometallic chemistry, vol 32. Royal Society of Chemistry, London, pp 124–170

    Google Scholar 

  12. Kresiński RA (2006) Annu Rep Prog Chem, Sect A: Inorg Chem 102:88

    Google Scholar 

  13. Johnson AL, Kresiński RA, López CA (2007) Annu Rep Prog Chem, Sect A: Inorg Chem 103:54

    CAS  Google Scholar 

  14. Aldridge S (2007) In: Green M (ed) Specialist periodical reports: organometallic chemistry, vol 33. Royal Society of Chemistry, London, pp 102–155

    Google Scholar 

  15. Atwood DA, Mitra A (2007) In: Housecroft CE (ed) Comprehensive organometallic chemistry III, vol 3a. Elsevier, Oxford, pp 265–285

    Google Scholar 

  16. López CA (2009) Annu Rep Prog Chem, Sect A: Inorg Chem 105:98

    Google Scholar 

  17. Johnson AL (2010) Annu Rep Prog Chem, Sect A: Inorg Chem 106:62

    CAS  Google Scholar 

  18. Johnson AL (2011) Annu Rep Prog Chem, Sect A: Inorg Chem 107:57

    CAS  Google Scholar 

  19. Aldridge S, Downs AJ, Kays DL (2011) In: Aldridge S, Downs AJ (eds) The group 13 metals aluminium, gallium, indium and thallium-chemical patterns and peculiarities. Wiley, Chichester, pp 148–245

    Google Scholar 

  20. Linton DJ, Schooler P, Wheatley AEH (2001) Coord Chem Rev 223:53

    CAS  Google Scholar 

  21. Eaborn C, Smith JD (2001) J Chem Soc Dalton Trans 1541

    Google Scholar 

  22. Zheng WJ, Roesky HW (2002) Dalton Trans 2787

    Google Scholar 

  23. Linton DJ, Wheatley AEH (2003) In: Atwood DA, Roesky HW (eds) Structure and bonding: group 13 chemistry III: industrial applications. Springer, Berlin, pp 67–139

    Google Scholar 

  24. Neumüller B (2003) Chem Soc Rev 32:50

    Google Scholar 

  25. Ziółkowski J (2005) Coord Chem Rev 249:2176

    Google Scholar 

  26. Mensinger ZL, Wang W, Keszler DA, Johnson DW (2012) Chem Soc Rev 41:1019

    CAS  Google Scholar 

  27. Roesky HW, Singh S, Jancik V, Chandrasekhar V (2004) Acc Chem Res 37:969

    CAS  Google Scholar 

  28. Roesky HW, Haiduc I, Hosmane NS (2003) Chem Rev 103:2579

    CAS  Google Scholar 

  29. Wardell JL (1982) In: Wilkinson G, Stones FGA, Abel EW (eds) Comprehensive organometallic chemistry, vol 1. Pergamon, Oxford, pp 46–47

    Google Scholar 

  30. Roesky HW, Walawalker MG, Murugavel R (2001) Acc Chem Res 34:201

    CAS  Google Scholar 

  31. Atwood DA, Hutchinson AR, Zhang Y (2003) In: Atwood DA, Roesky HW (eds) Structure and bonding: Group 13 Chemistry III: industrial applications. Springer, Berlin, pp 167–201

    Google Scholar 

  32. Atwood DA, Harvey MJ (2001) Chem Rev 101:37

    CAS  Google Scholar 

  33. Brothers PJ (2002) Adv Organomet Chem 48:289

    Google Scholar 

  34. Bourget-Merle L, Lappert MF, Severn JR (2002) Chem Rev 102:3031

    CAS  Google Scholar 

  35. Maisse-François A, Azor L, Schmidt -L, Coquel A, Brelot L, Welter R, Bellemin-Laponnaz S, Dagorne S (2012) J Organomet Chem 696:4248 and ref 2 therein

    Google Scholar 

  36. Lappert MF, Protchenko AV, Power PP, Seeber AL (2008) Metal amide chemistry. Wiley, Hoboken, pp 219–262

    Google Scholar 

  37. Timoshkin AY (2005) Coord Chem Rev 249:2094

    CAS  Google Scholar 

  38. Müller J (2002) Coord Chem Rev 235:105

    Google Scholar 

  39. Uhl W (2003) In: Atwood DA, Roesky HW (eds) Structure and bonding: group 13 chemistry III: industrial applications. Springer, Berlin, pp 41–66

    Google Scholar 

  40. Atwood DA (2001) Phosphorus, Sulfur, Silicon Relat Elem 168:77

    Google Scholar 

  41. Schulz S (2001) Coord Chem Rev 215:1

    CAS  Google Scholar 

  42. Schulz S (2002) In: Atwood DA, Roesky HW (eds) Structure and bonding: group 13 chemistry I: fundamental new developments, vol 103. Springer, Berlin, p 117

    Google Scholar 

  43. Neumüller B, Iravani E (2004) Coord Chem Rev 248:817

    Google Scholar 

  44. Schumann H, Girgsdies F, Heymer B, Kaufmann J, Marschall C, Wassermann W (2007) Z Anorg Allg Chem 633:2268

    CAS  Google Scholar 

  45. Mahalakshmi L, Stalke D (2002) In: Atwood DA, Roesky HW (eds) Structure and bonding: group 13 chemistry I: fundamental new developments, vol 103. Springer, Berlin, p 85

    Google Scholar 

  46. Dagorne S, Atwood DA (2008) Chem Rev 108:4037

    CAS  Google Scholar 

  47. Macdonald CLB, Gorden JD, Voigt A, Filipponi S, Cowley AH (2008) Dalton Trans 1161

    Google Scholar 

  48. Atwood DA, Yearwood BC (2000) J Organomet Chem 600:186

    CAS  Google Scholar 

  49. Ooi T, Maruoka K (2000) In: Yamamoto H (ed) Lewis acids in organic synthesis. Wiley-VCH Verlag Gmbh, Weinheim, pp 191–282

    Google Scholar 

  50. Wulff W (2000) In: Yamamoto H (ed) Lewis acids in organic synthesis. Wiley-VCH Verlag Gmbh, Weinheim, pp 283–354

    Google Scholar 

  51. Budzelaar PHM, Talarico G (2003) In: Atwood DA, Roesky HW (eds) Structure and bonding: group 13 chemistry III: industrial applications. Springer, Berlin, pp 141–165

    Google Scholar 

  52. Saito S, Maruoka K (2004) In: Yamamoto H, Oshima K (eds) Main group metals in organic synthesis. Wiley-VCH Verlag Gmbh, Weinheim, pp 189–306

    Google Scholar 

  53. Kumar SS, Roesky HW (2004) Dalton Trans 3927

    Google Scholar 

  54. von Zezschwitz P (2008) Synthesis 12:1809

    Google Scholar 

  55. Uhl W (2008) Coord Chem Rev 252:1540

    CAS  Google Scholar 

  56. Butala RR, Cooper JK, Mitra A, Webster MK, Atwood DA (2010) Main Group Chem 9:315

    CAS  Google Scholar 

  57. Dagorne S, Bellemin-Laponnaz S (2011) In: Aldridge S, Downs AJ (eds) The group 13 metals aluminium, gallium, indium and thallium-chemical patterns and peculiarities. Wiley, Chichester, pp 654–700

    Google Scholar 

  58. Kim K, Tsay OG, Atwood DA, Churchill DG (2011) Chem Rev 111:5345

    CAS  Google Scholar 

  59. Barron AR (2000) In: Scheirs J, Kaminsky E (eds) Metallocene-based polyolefins, vol 1. Wiley, Chichester, pp 33–67

    Google Scholar 

  60. Chen EY-X, Marks TJ (2000) Chem Rev 100:1391

    CAS  Google Scholar 

  61. Pietryga JM, Gorden JD, Macdonald CLB, Voigt A, Wiacek RJ, Cowley AH (2001) J Am Chem Soc 123:7713

    CAS  Google Scholar 

  62. Gibson VC, Spitzmesser SK (2003) Chem Rev 103:283

    CAS  Google Scholar 

  63. Dechy-Cabaret O, Martin-Vaca B, Bourissou D (2004) Chem Rev 104:6147

    CAS  Google Scholar 

  64. Wu J, Lu T-L, Chen CT, Lin C-C (2006) Coord Chem Rev 250:602

    CAS  Google Scholar 

  65. Arbaoui A, Redshaw C, Hughes DL (2008) Chem Commun 4717

    Google Scholar 

  66. Dove AP (2008) Chem Commun 6446

    Google Scholar 

  67. Platel RH, Hodgson LM, Williams CK (2008) Polym Rev 48:11

    CAS  Google Scholar 

  68. Thomas CM (2010) Chem Soc Rev 39:165

    CAS  Google Scholar 

  69. Arbaoui A, Redshaw C (2010) Polym Chem 1:801

    CAS  Google Scholar 

  70. Huffman JC, Streib WEJ (1971) J Chem Soc Chem Commun 911 and references therein

    Google Scholar 

  71. Malone JF, McDonald WS (1972) J Chem Soc Dalton Trans 2646

    Google Scholar 

  72. Maqsudur Rahman AFM, Siddiqui KF, Oliver JP (1982) Organometallics 1:881

    Google Scholar 

  73. Cowley AR, Downs AJ, Marchant S, Macrae VA, Taylor RA, Parsons S (2005) Organometallics 24:5702

    CAS  Google Scholar 

  74. Keys A, Brain PT, Morrison CA, Callender RL, Smart BA, Wann DA, Robertson HE, Rankin DWH, Barron AR (2008) Dalton Trans 404

    Google Scholar 

  75. Robinson GH, Sangokoya SA (1988) J Am Chem Soc 110:1494

    CAS  Google Scholar 

  76. Bondi A (1964) J Phys Chem 68:441

    CAS  Google Scholar 

  77. Nyburg SC, Faerman CH (1985) Acta Crystallogr Sect B 41:274

    Google Scholar 

  78. Rüffer T, Bruhn C, Rusanov E, Nordhoff K, Steinborn D (2002) Z Anorg Allg Chem 628:421

    Google Scholar 

  79. Muller G, Lachmann J, Rufinska A (1992) Organometallics 11:2970

    Google Scholar 

  80. Liu Z, Gao W, Zhang J, Cui D, Wu Q, Mu Y (2010) Organometallics 29:5783

    CAS  Google Scholar 

  81. Stender M, Segerer U, Sieler J, Hey-Hawkins E (1998) Z Anorg Allg Chem 624:85

    CAS  Google Scholar 

  82. Papoian GA, Hoffmann R (2000) Angew Chem Int Ed 39:2408

    Google Scholar 

  83. Munzarova ML, Hoffman R (2002) J Am Chem Soc 124:4787

    CAS  Google Scholar 

  84. Bradley DC, Frigo DM, Harding IS, Hursthouse MB, Motevalli M (1992) J Chem Soc Chem Commun 577

    Google Scholar 

  85. Robinson GH, Pennington WT, Lee B, Self MF, Hrncir DC (1991) Inorg Chem 30:809

    CAS  Google Scholar 

  86. Robinson GH (1992) Coord Chem Rev 112:227

    CAS  Google Scholar 

  87. Ziegler K (1968) Adv Organomet Chem 6:1

    CAS  Google Scholar 

  88. Stephan DW (2008) Org Biomol Chem 6:1535

    CAS  Google Scholar 

  89. Lustig C, Mitzel NW (2003) Organometallics 22:242

    CAS  Google Scholar 

  90. Fontaine F-G, Zargarian D (2004) J Am Chem Soc 126:8786

    CAS  Google Scholar 

  91. Ménard G, Stephan DW (2012) Angew Chem Int Ed 51:8272

    Google Scholar 

  92. Boudreau J, Courtemanche M-A, Fontaine F-G (2011) Chem Commun 47:11131

    CAS  Google Scholar 

  93. Ménard G, Stephan DW (2011) Angew Chem Int Ed 50:8396

    Google Scholar 

  94. Ménard G, Stephan DW (2012) Angew Chem Int Ed 51:4409

    Google Scholar 

  95. Appelt C, Westenberg H, Bertini F, Ehlers AW, Slootweg JC, Lammertsma K, Uhl W (2011) Angew Chem Int Ed 50:3925

    CAS  Google Scholar 

  96. Dureen MA, Stephan DW (2009) J Am Chem Soc 131:8396

    CAS  Google Scholar 

  97. Eisch JJ (1983) In: Wilkinson G, Stone FGA, Abel EW (eds) Comprehensive organometallic chemistry, vol 1. Pergamon, Oxford, Chapter 6

    Google Scholar 

  98. McMahon CN, Bott SG, Barron AR (1997) J Chem Soc Dalton Trans 3129

    Google Scholar 

  99. Mehrotra RC, Singh A (1997) Prog Inorg Chem 46:239

    CAS  Google Scholar 

  100. Munoz-Hernandez M-A, Wei P, Liu S, Atwood DA (2000) Coord Chem Rev 210:1

    CAS  Google Scholar 

  101. Davidson N, Brown HC (1942) J Am Chem Soc 64:316

    CAS  Google Scholar 

  102. Hoffman EG (1960) Liebigs Ann Chem 629:104

    Google Scholar 

  103. Drew DA, Haaland A, Weidlein J (1973) Z Anorg Allg Chem 398:241

    CAS  Google Scholar 

  104. Jeffrey EA, Mole T (1968) Aust J Chem 21:2683

    Google Scholar 

  105. Rogers JR, Apblett AW, Cleaver WM, Barron AR (1992) J Chem Soc Dalton Trans 3:179

    Google Scholar 

  106. Healy MD, Wierda DA, Barron AR (1988) Organometallics 7:2543

    CAS  Google Scholar 

  107. Petrie MA, Olmstead MM, Power PP (1991) J Am Chem Soc 113:8704

    CAS  Google Scholar 

  108. Healey MD, Power MB, Barron AR (1994) Coord Chem Rev 130:65

    Google Scholar 

  109. Brothers PJ, Power PP (1996) Adv Organomet Chem 39:1

    CAS  Google Scholar 

  110. Healy MD, Ziller JW, Barron AR (1990) J Am Chem Soc 112:8

    Google Scholar 

  111. Saito S, Yamamoto H (1997) Chem Commun 1585

    Google Scholar 

  112. Nájera C, Sansano JM, Saá JM (2009) Eur J Org Chem 2385

    Google Scholar 

  113. Lewiński J, Horeglad P, Tratkiewicz E, Grzenda W, Lipkowski J, Kołodziejczyk E (2004) Macromol Rapid Commun 25:1939

    Google Scholar 

  114. Shibasaki M, Kanai M, Funabashi K (2002) Chem Commun 1989

    Google Scholar 

  115. Gou S, Zhou X, Wang J, Liu X, Feng X (2008) Tetrahedron 64:2864

    CAS  Google Scholar 

  116. Gelbrich T, Hecht E, Thiele KH, Sieler J (2000) J Organomet Chem 595:21

    CAS  Google Scholar 

  117. Kaczorowski T, Justyniak I, Lipińska T, Lipkowski J, Lewiński J (2009) J Am Chem Soc 131:5393

    CAS  Google Scholar 

  118. Benn R, Rufinska A, Lehmkul H, Janssen E, Krüger C (1983) Angew Chem Int Ed Engl 22:779

    Google Scholar 

  119. van Vliet MRP, Buysingh P, van Koten G, Vrieze K (1985) Organometallics 4:1701

    Google Scholar 

  120. Kumar R, Sierra MR, Oliver JP (1994) Organometallics 13:4285

    CAS  Google Scholar 

  121. Atwood DA, Gabbai FP, Lu J, Remington MP, Rutherford D, Sibi MP (1996) Organometallics 15:2308

    CAS  Google Scholar 

  122. Francis JA, McMahon CN, Bott SG, Barron AR (1999) Organometallics 18:4399

    CAS  Google Scholar 

  123. Lewiński J, Zachara J, Justyniak I (2002) Chem Commun 1586

    Google Scholar 

  124. Schumann H, Frick M, Heymer B, Girgsdies F (2002) Z Anorg Allg Chem 628:2625

    CAS  Google Scholar 

  125. Lewiński J, Justyniak I, Horeglad P, Tratkiewicz E, Zachara J, Ochal Z (2004) Organometallics 23:4430

    Google Scholar 

  126. Lewiński J, Kaczorowski T, Prochowicz D, Lipińska T, Justyniak I, Kaszkur Z, Lipkowski J (2010) Angew Chem Int Ed 49:7035

    Google Scholar 

  127. Alcock NW (1972) Adv Inorg Radiochem 15:1

    CAS  Google Scholar 

  128. Lewiński J, Zachara J, Kopeć T, Starowieyski KB, Lipkowski J, Justyniak I, Kołodziejczyk E (2001) Eur J Inorg Chem 1123

    Google Scholar 

  129. Lewiński J, Horeglad P, Wójcik K, Justyniak I (2005) Organometallics 24:4588

    Google Scholar 

  130. Blum J, Katz JA, Jaber N, Michman M, Schumann H, Schutte S, Kaufmann J, Wassermann BC (2001) J Mol Catal A Chem 165:97

    CAS  Google Scholar 

  131. Schumann H, Kaufmann J, Dechert S, Schmalz H-G, Velder J (2001) Tetrahedron Lett 42:5405

    CAS  Google Scholar 

  132. Lewiński J, Kaczorowski T, Justyniak I, Prochowicz D (2011) Chem Commun 47:950

    Google Scholar 

  133. Ziemkowska W (2005) Coord Chem Rev 249:2176

    CAS  Google Scholar 

  134. Ziemkowska W, Pasynkiewicz S, Kalbarczyk E (1994) J Organomet Chem 465:93

    CAS  Google Scholar 

  135. McMahon CN, Alemany L, Callender RL, Bott SG, Barron AR (1999) Chem Mater 11:3181

    CAS  Google Scholar 

  136. McMahon CN, Obrey SJ, Keys A, Bott SG, Barron AR (2000) J Chem Soc Dalton Trans 2151

    Google Scholar 

  137. Ziemkowska W, Kwasniewska S, Wroblewski R, Anulewicz-Ostrowska R (2002) J Organomet Chem 651:72

    CAS  Google Scholar 

  138. Lewiński J, Zachara J, Justyniak I (1997) Organometallics 16:4597

    Google Scholar 

  139. Lewiński J, Zachara J, Starowieyski KB (1997) J Chem Soc Dalton Trans 4217

    Google Scholar 

  140. Lewiński J, Zachara J, Starowieyski KB, Ochal Z, Justyniak I, Kopeć T, Stolarzewicz P, Dranka M (2003) Organometallics 22:3773

    Google Scholar 

  141. Lewiński J, Bury W, Kopeć T, Tratkiewicz E, Justynian I, Lipkowski J (2005) Eur J Inorg Chem 3414

    Google Scholar 

  142. Lewiński J, Goś P, Kopeć T, Lipkowski J, Luboradzki R (1999) Inorg Chem Commun 2:374

    Google Scholar 

  143. Leman JT, Barron AR (1989) Organometallics 8:1828

    CAS  Google Scholar 

  144. Lewiński J, Zachara J, Kopeć T, Ochal Z (1997) Polyhedron 16:1337

    Google Scholar 

  145. Lewiński J, Zachara J, Justyniak I, Dranka M (2005) Coord Chem Rev 249:1185

    Google Scholar 

  146. Cameron PA, Gibson VC, Redshaw C, Segal JA, White AJP, Williams DJ (2002) J Chem Soc Dalton Trans 415

    Google Scholar 

  147. Atwood DA, Jegier JA, Rutherford D (1996) Inorg Chem 35:63

    CAS  Google Scholar 

  148. Ovitt TM, Coates GW (2002) J Am Chem Soc 124:1316

    CAS  Google Scholar 

  149. Dagorne S, Le Bideau F, Welter R, Bellemin-Laponnaz S, Maisse- François A (2007) Chem Eur J 13:3202

    Google Scholar 

  150. Issenhuth JT, Pluvinage J, Welter R, Bellemin-Laponnaz S, Dagorne S (2009) Eur J Inorg Chem 4701

    Google Scholar 

  151. Martínez G, Chirinos J, Mosquera MEG, Cuenca T, Gómez E (2010) Eur J Inorg Chem 1522

    Google Scholar 

  152. Yamane H, Kimura Y (1996) In: Salamone JC (ed) Polymeric materials encyclopedia, vol 1. CRC, Boca Raton, p 202 and references therein

    Google Scholar 

  153. Powell AK, Heath SL (1996) Coord Chem Rev 149:59

    CAS  Google Scholar 

  154. Salifoglou A (2002) Coord Chem Rev 228:297

    CAS  Google Scholar 

  155. Atwood JL, Hunter WE, Crissinger KD (1977) J Organomet Chem 127:403

    CAS  Google Scholar 

  156. Dickie DA, Jennings MC, Jenkins HA, Clyburne JA (2004) J Organomet Chem 689:2186

    CAS  Google Scholar 

  157. Lewiński J, Zachara J, Justyniak I (1997) Organometallics 16:3859

    Google Scholar 

  158. Lewiński J, Zachara J, Justyniak I (1998) Inorg Chem 37:2575

    Google Scholar 

  159. Branch CS, Lewiński J, Justyniak I, Bott SG, Lipkowski J, Barron AR (2001) J Chem Soc Dalton Trans 1253

    Google Scholar 

  160. Redshaw CC, Elsegood RJ (2001) Chem Commun 2016

    Google Scholar 

  161. Lewiński J, Zachara J, Justyniak I, Tratkiewicz E (2003) Organometallics 22:4151

    Google Scholar 

  162. Redshaw CC, Elsegood RJ, Holmes KE (2005) Angew Chem Int Ed 44:1850

    CAS  Google Scholar 

  163. Ziemkowska W, Cyrański M, Kunicki A (2009) Inorg Chem 48:7006

    CAS  Google Scholar 

  164. Lewiński J, Bury W, Justyniak I, Lipkowski J (2006) Angew Chem Int Ed 45:2872

    Google Scholar 

  165. Florjańczyk Z, Bury W, Zygadło-Monikowska E, Justyniak I, Balawender R, Lewiński J (2009) Inorg Chem 48:10892

    Google Scholar 

  166. Boleslawski M, Serwatowski J (1983) J Organomet Chem 255:269

    CAS  Google Scholar 

  167. Storre J, Klemp A, Roesky HW, Schmidt H-G, Noltemeyer M, Fleischer R, Stalke D (1996) J Am Chem Soc 118:1380

    CAS  Google Scholar 

  168. Mason MR, Smith JA, Bott SG, Barron AR (1993) J Am Chem Soc 115:4971

    CAS  Google Scholar 

  169. Yang Y, Schulz T, John M, Yang Z, Jiménez-Pérez VM, Roesky HW, Gurubasavaraj PM, Stalke D, Ye H (2008) Organometallics 27:769

    CAS  Google Scholar 

  170. Mandal SK, Roesky HW (2010) Acc Chem Res 43:248

    CAS  Google Scholar 

  171. Colclough RO (1959) J Polym Sci 34:178

    Google Scholar 

  172. Vandenberg EJ (1960) J Polym Sci 47:489

    CAS  Google Scholar 

  173. Sinn H, Kaminsky W, Vollmer HJ, Woldt R (1980) Angew Chem Int Ed 19:390

    Google Scholar 

  174. Pasynkiewicz S (1990) Polyhedron 9:429

    CAS  Google Scholar 

  175. Atwood JL, Hrncir DC, Priester RD, Rogers RD (1983) Organometallics 2:985

    CAS  Google Scholar 

  176. Atwood JL, Zaworotko MJ (1983) J Chem Soc Chem Commun 302

    Google Scholar 

  177. Leman JT, Roman HA, Barron AR (1992) J Chem Soc Dalton Trans 2183

    Google Scholar 

  178. Harlan J, Mason MR, Barron AR (1994) Organometallics 13:2957

    CAS  Google Scholar 

  179. Schnitter C, Roesky HW, Albers T, Schmidt H-G, Röpken C, Parisini E, Sheldrick GM (1997) Chem Eur J 3:1783

    CAS  Google Scholar 

  180. Landry CC, Harlan CJ, Bott SG, Barron AR (1995) Angew Chem Int Ed 34:1201

    CAS  Google Scholar 

  181. Dalet T, Cramail H, Deffieux A (2004) Macromol Chem Phys 205:1394

    CAS  Google Scholar 

  182. Uhl W, Koch M, Hiller W, Heckel M (1995) Angew Chem Int Ed 34:989

    CAS  Google Scholar 

  183. Wehmschulte RJ, Power PP (1997) J Am Chem Soc 119:8387

    CAS  Google Scholar 

  184. Sobota P, Utko J, Ejfler J, Jerzykiewicz LB (2000) Organometallics 19:4929

    CAS  Google Scholar 

  185. John Ł, Utko J, Jerzykiewicz LB, Sobota P (2005) Inorg Chem 44:9131

    CAS  Google Scholar 

  186. Uhl W, Jana B (2009) J Organomet Chem 694:1101

    CAS  Google Scholar 

  187. Uhl W, Jana B (2008) Chem Eur J 14:3067

    CAS  Google Scholar 

  188. Yang Y, Li H, Wang C, Roesky HW (2012) Inorg Chem 51:2204

    CAS  Google Scholar 

  189. Zheng W, Mosch-Zanetti NC, Roesky HW, Noltemeyer M, Hewitt M, Schmidt HG, Schneider HD (2000) Angew Chem Int Ed 39:4276

    CAS  Google Scholar 

  190. Zheng W, Roesky HW, Noltemeyer M (2001) Organometallics 20:1033

    CAS  Google Scholar 

  191. Stone FGA (1958) Chem Rev 58:101

    CAS  Google Scholar 

  192. Beachley OT Jr (1981) Inorg Chem 20:2825

    CAS  Google Scholar 

  193. Bezombes J-P, Gehrhus B, Hitchcock PB, Lappert MF, Merle PG (2003) Dalton Trans 1821

    Google Scholar 

  194. Shen M, Huang W, Zhang W, Hao X, Sun W-H, Redshaw C (2010) Dalton Trans 9912

    Google Scholar 

  195. Huang W-Y, Chuang S-J, Chuang N-T, Hsiao C-S, Datta A, Chen S-J, Hu C-H, Huang J-H, Lee T-Y, Lin C-H (2011) Dalton Trans 7423

    Google Scholar 

  196. Chakraborty D, Chen EY-X (2002) Organometallics 21:1438

    CAS  Google Scholar 

  197. Li X, Cheng X, Song H, Cui C (2007) Organometallics 26:1039

    CAS  Google Scholar 

  198. Kingsley NB, Kirschbaum K, Mason MR (2010) Organometallics 29:5927

    CAS  Google Scholar 

  199. Uhl W, Hagemeier E, Layh M, Rezaeirad B, Kösters J, Würthwein E-U, Ghavtadze N, Massa W (2011) Eur J Inorg Chem 1733

    Google Scholar 

  200. Cowley HJ, Holt MS, Melen RL, Rawson JM, Wright DS (2011) Chem Commun 2682

    Google Scholar 

  201. Hansmann MM, Melen RL, Wright DS (2011) Chem Sci 2:1554

    CAS  Google Scholar 

  202. Chivers T, Fedorchuk C, Schatte G, Brask JK (2002) Can J Chem 80:821

    CAS  Google Scholar 

  203. Chivers T, Eisler DJ, Fedorchuk C, Schatte G, Tuononen HM, Boeré RT (2005) Chem Commun 3930

    Google Scholar 

  204. Otero A, Lara-Sánchez A, Fernández-Baeza J, Alonso-Moreno C, Tejeda J, Castro-Osma JA, Márquez-Segovia I, Sánchez-Barba LF, Rodríguez AM, Gómez MV (2010) Chem Eur J 16:8615

    CAS  Google Scholar 

  205. Armstrong DR, Davies RP, Linton DJ, Snaith R, Schooler P, Wheatley AEH (2001) J Chem Soc Dalton Trans 2838

    Google Scholar 

  206. Chen Y-C, Lin C-Y, Li C-Y, Huang J-H, Chang L-C, Lee T-Y (2008) Chem Eur J 14:9747

    CAS  Google Scholar 

  207. Gordon JC, Shukla P, Cowley AH, Jones JN, Keogh DW, Scott BL (2002) Chem Commun 2710

    Google Scholar 

  208. Zheng W, Stasch A, Prust J, Roesky HW, Cimpoesu F, Noltemeyer M, Schmidt H-G (2001) Angew Chem Int Ed 40:3461

    CAS  Google Scholar 

  209. Gibson VC, Redshaw C, White AJP, Williams DJ (2001) Chem Commun 79

    Google Scholar 

  210. Gibson VC, Redshaw C, White AJP, Williams DJ (1999) Angew Chem Int Ed 38:961

    CAS  Google Scholar 

  211. LaPointe RE (1999) PCT Int Application WO 9942467, Dow Chemical Co

    Google Scholar 

  212. Lancaster SJ, Walker DA, Thornton-Pett M, Bochmann M (1999) Chem Commun 1533

    Google Scholar 

  213. LaPointe RE, Roof GR, Abboud KA, Klosin J (2000) J Am Chem Soc 122:9560

    CAS  Google Scholar 

  214. Chivers T, Copsey MC, Parvez M (2004) Chem Commun 2818

    Google Scholar 

  215. Peitz S, Peulecke N, Aluri BR, Hansen S, Müller BH, Spannenberg A, Rosenthal U, Al-Hazmi MH, Mosa FM, Wöhl A, Müller W (2010) Eur J Inorg Chem 1167

    Google Scholar 

  216. Peitz S, Peulecke N, Aluri BR, Müller BH, Spannenberg A, Rosenthal U, Al-Hazmi MH, Mosa FM, Wöhl A, Müller W (2010) Chem Eur J 16:12127

    CAS  Google Scholar 

  217. Gates DP, Liable-Sands LP, Yap GPA, Rheingold AL, Manners I (1997) J Am Chem Soc 119:1125

    CAS  Google Scholar 

  218. McWilliams AR, Rivard E, Lough AJ, Manners I (2002) Chem Commun 1102

    Google Scholar 

  219. Ogoshi S, Ikeda H, Kurosawa H (2007) Angew Chem Int Ed 46:4930

    Google Scholar 

  220. Ohashi M, Kishizaki O, Ikeda H, Ogoshi S (2009) J Am Chem Soc 131:9160

    CAS  Google Scholar 

  221. Hardman NJ, Cui C, Roesky HW, Fink WH, Power PP (2001) Angew Chem Int Ed 40:2172

    CAS  Google Scholar 

  222. Cui C, Roesky HW, Schmidt H-G, Noltemeyer M (2000) Angew Chem Int Ed 39:4531

    CAS  Google Scholar 

  223. Ooi T, Ichikawa H, Maruoka K (2001) Angew Chem Int Ed 40:3610

    CAS  Google Scholar 

  224. Ooi T, Otsuka H, Miura T, Ichikawa H, Maruoka K (2002) Org Lett 4:2669

    CAS  Google Scholar 

  225. Nelson SG, Peelen TJ, Wan Z (1999) J Am Chem Soc 12:9742

    Google Scholar 

  226. Nelson SG, Kim B-K, Peelen TJ (2000) J Am Chem Soc 122:9318

    CAS  Google Scholar 

  227. Allen FH (2002) Acta Crystallogr B 58:380

    Google Scholar 

  228. Lund CL, Hanson SS, Schatte G, Wilson Quail J, Müller J (2010) Organometallics 29:6038

    CAS  Google Scholar 

  229. Stanga O, Lund CL, Liang H, Wilson Quail J, Müller J (2005) Organometallics 24:6120

    CAS  Google Scholar 

  230. Schachner JA, Lund CL, Quail JW, Müller J (2010) Organometallics 24:785

    Google Scholar 

  231. Schachner JA, Tockner S, Lund CL, Quail JW, Rehahn M, Müller J (2007) Organometallics 26:4658

    CAS  Google Scholar 

  232. Bagh B, Schatte G, Green JC, Müller J (2012) J Am Chem Soc 134:7924

    CAS  Google Scholar 

  233. Schachner JA, Orlowski GA, Quail JW, Kraatz H-B, Müller J (2006) Inorg Chem 45:454

    CAS  Google Scholar 

  234. Bott SG, Elgamal H, Atwood JL (1985) J Am Chem Soc 107:1796

    CAS  Google Scholar 

  235. Self MF, Pennington WT, Laske JA, Robinson GH (1991) Organometallics 10:36

    CAS  Google Scholar 

  236. Atwood DA, Jegier J (1996) Chem Commun 1507

    Google Scholar 

  237. Bochmann M, Sarsfield MJ (1998) Organometallics 17:5908

    CAS  Google Scholar 

  238. Radzewich CE, Guzei IA, Jordan RF (1999) J Am Chem Soc 119:8125

    Google Scholar 

  239. Dagorne S, Guzei IA, Coles MP, Jordan RF (2000) J Am Chem Soc 122:274

    CAS  Google Scholar 

  240. Radzewich CE, Coles MP, Jordan RF (1998) J Am Chem Soc 120:9384

    CAS  Google Scholar 

  241. Radzewich CE, Guzei IA, Jordan RF (1999) J Am Chem Soc 121:8673

    CAS  Google Scholar 

  242. Korolev AV, Ihara E, Guzei IA, Young VG Jr, Jordan RF (2001) J Am Chem Soc 123:8291

    CAS  Google Scholar 

  243. Dagorne S, Bellemin-Laponnaz S, Welter R (2004) Organometallics 23:3053

    CAS  Google Scholar 

  244. Dagorne S, Lavanant L, Welter R, Chassenieux C, Haquette P, Jaouen G (2003) Organometallics 22:3732

    CAS  Google Scholar 

  245. Emig N, Nguyen H, Krautscheid H, Réau R, Cazaux JB, Bertrand G (1998) Organometallics 17:3599

    CAS  Google Scholar 

  246. Cameron PA, Gibson VC, Redshaw C, Solan GA, White AJP, Williams DJ (1998) Chem Commun 2523

    Google Scholar 

  247. Lewiński J, Horeglad P, Dranka M, Justyniak I (2004) Inorg Chem 43:5789

    Google Scholar 

  248. Milione S, Grisi F, Centore R, Tuzi A (2006) Organometallics 25:266

    CAS  Google Scholar 

  249. Roesky HW, Kumar SS (2005) Chem Commun 4027

    Google Scholar 

  250. Asay M, Jones C, Driess M (2011) Chem Rev 111:354

    CAS  Google Scholar 

  251. Kaim W, Schwederski B (2010) Coord Chem Rev 254:1580

    CAS  Google Scholar 

  252. Herzog S, Geisler K, Praekel H (1963) Angew Chem Int Ed Engl 2:47

    Google Scholar 

  253. Braddock-Wilking J, Leman JT, Farrar CT, Larsen SC, Singel DJ, Barron AR (1995) J Am Chem Soc 117:1736

    CAS  Google Scholar 

  254. Cloke FGN, Dalby CI, Henderson MJ, Hitchcock PB, Kennard CHL, Lamb RN, Raston CN (1990) J Chem Soc Chem Commun 1394

    Google Scholar 

  255. Schoeller WW, Grigoleit S (2002) J Chem Soc Dalton Trans 405

    Google Scholar 

  256. Baker RJ, Farley RD, Jones C, Kloth M, Murphy DM (2002) J Chem Soc Dalton Trans 3844

    Google Scholar 

  257. Myers TW, Kazem N, Stoll S, Britt RD, Shanmugam M, Berben LA (2011) J Am Chem Soc 133:8662

    CAS  Google Scholar 

  258. Myers TW, Berben LA (2011) J Am Chem Soc 133:11865

    CAS  Google Scholar 

  259. Köster R, Benedikt G, Schrötter HW (1964) Angew Chem Int Ed Engl 3:514

    Google Scholar 

  260. Lehmkuhl H, Fuchs G, Köster R (1965) Tetrahedron Lett 29:2511

    Google Scholar 

  261. Kaim W (1980) J Organomet Chem 201:C5

    CAS  Google Scholar 

  262. Kaim W (1981) Chem Ber 114:3789

    CAS  Google Scholar 

  263. Kaim W (1981) J Organomet Chem 215:325

    CAS  Google Scholar 

  264. Kaim W (1982) Z Naturforsch 37B:783

    CAS  Google Scholar 

  265. van Koten G, Jastrzebski JTBH, Vrieze K (1983) J Organomet Chem 250:49

    Google Scholar 

  266. Milione S, Cavallo C, Tedesco C, Grassi A (2002) J Chem Soc Dalton Trans 1839

    Google Scholar 

  267. Schumann H, Hummert M, Lukoyanov AN, Fedushkin IL (2005) Organometallics 24:3891

    CAS  Google Scholar 

  268. Scott J, Gambarotta S, Korobkov I, Knijnenburg Q, De Bruin B, Budzelaar PHM (2005) J Am Chem Soc 127:17204

    CAS  Google Scholar 

  269. Knijnenburg Q, Smits JMM, Budzelaar PHM (2006) Organometallics 25:1036

    CAS  Google Scholar 

  270. Florjanczyk Z, Kuran W, Pasynkiewicz S, Kwas G (1976) J Organomet Chem 112:21

    CAS  Google Scholar 

  271. Florjanczyk Z, Szymanska-Zachara E (1983) J Organomet Chem 259:127

    CAS  Google Scholar 

  272. Ferreira VF, Schmitz FJ (1998) J Organomet Chem 571:1

    CAS  Google Scholar 

  273. Sosnovsky G, Brown JH (1966) Chem Rev 66:529

    CAS  Google Scholar 

  274. Barron AR (1993) Chem Soc Rev 93

    Google Scholar 

  275. Lewiński J, Zachara J, Goś P, Grabska E, Kopeć T, Madura I, Marciniak W, Prowotorow I (2000) Chem Eur J 6:3215

    Google Scholar 

  276. Lewiński J, Śliwiński W, Dranka M, Justyniak I, Lipkowski J (2006) Angew Chem Int Ed 45:4826

    Google Scholar 

  277. Lehmkuhl H, Ziegler K (1970) Methoden der organischen Chemie (Houben-Weyl), Ed Müller E; Thieme: Stuttgart, Germany, Vol XIII/4, pp 207–212

    Google Scholar 

  278. Mole T, Jeffery EA (1972) Organoaluminium compounds. Elsevier, Amsterdam, p 205, Chapter 8

    Google Scholar 

  279. Lewiński J, Zachara J, Grabska E (1996) J Am Chem Soc 118:6794

    Google Scholar 

  280. Kumar SS, Singh S, Roesky HW, Magull J (2005) Inorg Chem 44:1199

    CAS  Google Scholar 

  281. Trepanier SJ, Wang S (1994) Angew Chem Int Ed 33:1265

    Google Scholar 

  282. Li X, Song H, Duan L, Cui C, Roesky HW (2006) Inorg Chem 45:1912

    CAS  Google Scholar 

  283. Arduengo AJ, Dias HVR, Calabrese JC, Davidson F (1992) J Am Chem Soc 114:9724

    CAS  Google Scholar 

  284. Lee Y, Li B, Hoveyda AH (2009) J Am Chem Soc 131:11625

    CAS  Google Scholar 

  285. Bonyhady SJ, Collis D, Frenking G, Holzmann N, Jones C, Stasch A (2010) Nat Chem 2:865

    CAS  Google Scholar 

  286. Schulz S (2012) Organoaluminum complexes with bonds to s-Block, p-Block, d-Block, and f-Block metal centers. Top Organomet Chem DOI: 10.1007/3418_2012_33

    Google Scholar 

  287. Dagorne S, Fliedel C (2012) Organoaluminum species in homogeneous polymerization catalysis. Top Organomet Chem DOI: 10.1007/3418_2012_35

    Google Scholar 

  288. Kolb A, von Zezschwitz P (2012) Organoaluminum couplings to carbonyls, imines, and halides. Top Organomet Chem DOI: 10.1007/3418_2012_39

    Google Scholar 

  289. Wehmschulte RJ (2012) Low valent organoaluminium (+I, +II) species. Top Organomet Chem DOI: 10.1007/3418_2012_34

    Google Scholar 

  290. Naganawa Y, Maruoka K (2012) Reactions triggered by Lewis acidic organoaluminum species. Top Organomet Chem DOI: 10.1007/3418_2012_37

    Google Scholar 

Download references

Acknowledgment

The authors gratefully acknowledge financial support from the European Union under FP7 grant REGPOT-CT-2011-285949-NOBLESSE

Author information

Authors and Affiliations

  1. Institute of Physical Chemistry, Polish Academy of Sciences, Warsaw, Poland

    Janusz Lewiński

  2. Department of Chemistry, Warsaw University of Technology, Warsaw, Poland

    Janusz Lewiński

  3. Department of Chemistry, University of Cambridge, Cambridge, UK

    Andrew E. H. Wheatley

Authors
  1. Janusz Lewiński
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. Andrew E. H. Wheatley
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding author

Correspondence to Janusz Lewiński .

Editor information

Editors and Affiliations

  1. , School of Chemistry, The University of Nottingham, University Park, Nottingham, NG7 2RD, United Kingdom

    Simon Woodward

  2. Laboratoire DECOMET, Institut Le Bel, Université de Strasbourg, 4 rue Blaise Pascal, Strasbourg, 67000, France

    Samuel Dagorne

Rights and permissions

Reprints and permissions

Copyright information

© 2012 Springer-Verlag Berlin Heidelberg

About this chapter

Cite this chapter

Lewiński, J., Wheatley, A.E.H. (2012). Simple Trivalent Organoaluminum Species: Perspectives on Structure, Bonding, and Reactivity. In: Woodward, S., Dagorne, S. (eds) Modern Organoaluminum Reagents. Topics in Organometallic Chemistry, vol 41. Springer, Berlin, Heidelberg. https://doi.org/10.1007/3418_2012_55

Download citation

Publish with us

Policies and ethics

Search

Navigation