Silicon in Organic Synthesis

Butterworths Monographs in Chemistry and Chemical Engineering

Ernest W. Colvin, Patrick Perlmutter, A D Buckommgham, S Danishefsky

• Publisher: Butterworth-Heinemann
• Year: 2013
• Print ISBN: 9780408108317
• eBook ISBN: 9781483142234
• Topic: Physical Sciences
• Subtopic: Chemistry
• Index: Chemistry

Silicon in Organic Synthesis provides an introduction to the organic chemistry of silicon. This book places particular emphasis on the concept of silicon as a "ferryman, mediating the transformation of one wholly organic molecule into another. The book begins by reviewing the discovery and development of organosilicon compounds. This is followed by separate chapters on the physical properties of organosilicon compounds; the preparation of ?-metallated organosilanes, which play a key role in preparative organosilicon chemistry; migration/rearrangement reactions of silicon; the preparation and chemistry of vinylsilanes, allylsilanes, arylsilanes, and organosilyl metallic compounds. Subsequent chapters cover the synthesis of compounds such as alkene, alkynylsilanes, allenylsilanes, silylketenes, alkyl silyl ethers, acyloxysilanes, and silyl enol ethers. This book aims to serve as a timely introduction to organic chemistry for students and practitioners of synthetic organic chemistry, as well as provide a source of useful information and possibly of new ideas to those already experienced in the area.

Table of contents

• Front Cover
• Silicon in Organic Synthesis
• Copyright Page
• Table of Contents
• Preface
• Dedication
• Abbreviations
• Chapter 1. Introduction
• Chapter 2. Physical properties of organosilicon compounds
• Chapter 3. The β-effect
• Chapter 4. α-Metallated organosilanes
• Chapter 5. Rearrangement reactions with migration of silicon
• Chapter 6. Organohalogenosilanes and substitution at silicon
• Chapter 7. Vinylsilanes
• Chapter 8. αβ-Epoxysilanes as precursors of carbonyl compounds and heteroatom-substituted alkenes
• Chapter 9. Allylsilanes
• Chapter 10. Arylsilanes
• Chapter 11. Organosilyl anions
• Chapter 12. Alkene synthesis by 1,2-elimination reactions of β-functional organosilanes
• Chapter 13. Alkynyl- and allenyl-silanes
• Chapter 14. Silylketenes
• Chapter 15. Alkyl silyl ethers
• Chapter 16. Acyloxysilanes (silyl carboxylates)
• Chapter 17. Silyl enol ethers and silyl ketene acetals
• Chapter 18. Trimethylsilyl-based reagents
• Chapter 19. Nitrogen-substituted silanes
• Chapter 20. Silicon-substituted bases and ligands
• Chapter 21. Silanes as reducing agents
• Index