Banert, K. et al.: 2013 Science of Synthesis, 2013/2: Knowledge Updates 2013/2 DOI: 10.1055/sos-SD-104-00106
Knowledge Updates 2013/2

4.4.21.13 Silylamines (Update 2013)

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Book

Editors: Banert, K.; Drabowicz, J.; Oestreich, M.; Plietker, B. J.; Ramsden, C.; Schaumann, E.; Stoltz, B. M.; Weinreb, S. M.

Authors: Baumgartner, J.; Chen, P.; Durand, A.; Engle, K. M.; Hayashi, M.; Hemeon, I.; Kawachi, A.; Liu, G.; Louie, J.; Marschner, C.; Nahra, F.; Pietrusiewicz, K. M.; Podlech, J.; Riant, O.; Santi, C.; Scammells, P. J.; Shimada, K.; Singer, R. D.; Stankevič, M.; Stolley, R. M.; Yu, J.-Q.; Zhang, J.

Title: Knowledge Updates 2013/2

Print ISBN: 9783131727619; Online ISBN: 9783132401440; Book DOI: 10.1055/b-003-128236

Subjects: Organic Chemistry;Chemical Reactions, Catalysis;Organometallic Chemistry

Science of Synthesis Knowledge Updates



Parent publication

Title: Science of Synthesis

DOI: 10.1055/b-00000101

Series Editors: Carreira, E. M.; Decicco, C. P.; Fürstner, A.; Molander, G. A.; Reider, P. J.; Schaumann, E.; Shibasaki, M.; Thomas, E. J.; Trost, B. M.

Type: Multivolume Edition

 


Abstract

This review, which updates the original Section 4.4.21, published in 2001, discusses the preparation of silylamines bearing dicoordinate, tricoordinate, tetracoordinate, and pentacoordinate silicon centers. Reaction of chlorosilanes with primary or secondary amines is one of the most conventional methods for the syntheses of these compounds. Reactions of halosilanes with lithium amides, lithium β-diketiminates, and other metalated nitrogen species are also useful. A more recent advance is the dehydrogenative condensation of hydrosilanes with primary or secondary amines using transition-metal or Lewis acid catalysts.

 
  • 2 Birkofer L, Stuhl O, In: The Chemistry of Organic Silicon Compounds Patai S, Rappoport Z. Wiley Chichester, UK 1989; 1. 655–761
  • 3 Armitage DA, In: The Silicon—Heteroatom Bond Patai S, Rappoport Z. Wiley Chichester, UK 1991; 365–484
  • 4 Armitage DA, In: Comprehensive Organometallic Chemistry II Abel EW, Stone FGA, Wilkinson G. Elsevier Oxford 1995; 2. 1–44
  • 6 Müller T, Ziche W, Auner N, In: The Chemistry of Organic Silicon Compounds Rappoport Z, Apeloig Y. Wiley Chichester, UK 1998; 2. 857–1062
  • 11 Wagler J, Brendler E, Langer T, Pöttgen R, Heine T, Zhechkov L. Chem.–Eur. J. 2010; 16: 13 429
  • 17 Fester GW, Eckstein J, Gerlach D, Wagler J, Brendler E, Kroke E. Inorg. Chem. 2010; 49: 2667
  • 18 Cheng F, Hector AL, Levason W, Reid G, Webster M, Zhang W. Chem. Commun. (Cambridge) 2009; 1334
  • 19 Gostevskii B, Kalikhman I, Tessier CA, Panzner MJ, Youngs WJ, Kost D. Organometallics 2005; 24: 5786
  • 22 Königs CDF, Müller MF, Aiguabella N, Klare HFT, Oestreich M. Chem. Commun. (Cambridge) 2013; 49: 1506
  • 25 Dunne JF, Neal SR, Engelkemier J, Ellern A, Sadow AD. J. Am. Chem. Soc. 2011; 133: 16 782