4.4. 21.13 Silylamines (Update 2013)
Book
Editors: Banert, K.; Drabowicz, J.; Oestreich, M.; Plietker, B. J.; Ramsden, C.; Schaumann, E.; Stoltz, B. M.; Weinreb, S. M.
Title: Knowledge Updates 2013/2
Print ISBN: 9783131727619; Online ISBN: 9783132401440; Book DOI: 10.1055/b-003-128236
1st edition © 2013 Thieme. All rights reserved.
Georg Thieme Verlag KG, Stuttgart
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.
Key words
silylamines - halosilanes - hydrosilanes - amines - diamines - amino alcohols - amides - dehydrogenative condensation - dehydrochlorination - transition-metal-catalyzed reactions- 2 Birkofer L, Stuhl O, In: The Chemistry of Organic Silicon Compounds Patai S, Rappoport Z. Wiley Chichester, UK 1989; 1. 655–761
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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
- 19 Gostevskii B, Kalikhman I, Tessier CA, Panzner MJ, Youngs WJ, Kost D. Organometallics 2005; 24: 5786