Author

Victor Fedij

Publication Date

1984

Document Type

Dissertation/Thesis

First Advisor

Bridges, Alexander J.

Degree Name

M.S. (Master of Science)

Department

Department of Chemistry

LCSH

Allene||Organometallic compounds

Abstract

3-Methy1-1-phenylthio-1-trimethylsilylbuta-1,2-diene reacts with different alkyl-lithiums reagents by C-Si or C-S bond cleavage, rather than by Michael addition or metalation. The C-S bond cleavage product (induced by t-butyl lithium), l-lithio-3-methyl-1-trimethylsilylbuta-1,2-diene is alkylated mainly γ with carbonyl compounds, but is silylated α with Et₃SiCl to form a 1,1-bis-silylallene. The dimerization properties of the α-silyl-α-lithioallene were also examined. By judicious selection of conditions it was possible to produce diallene, allene acetylene and diacetylene dimers. The oxidation of 3-Methyl-1-phenylthio-1-trimethylsilyl-buta-l,2-diene to the corresponding sulfoxide and its subsequent Silyl-Pummerer rearrangement were studied.

Comments

Bibliography: pages 76-77.

Extent

viii, 77 pages

Language

eng

Publisher

Northern Illinois University

Rights Statement

In Copyright

Rights Statement 2

NIU theses are protected by copyright. They may be viewed from Huskie Commons for any purpose, but reproduction or distribution in any format is prohibited without the written permission of the authors.

Media Type

Text

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