Author

Kuang-Sue Chu

Publication Date

1980

Document Type

Dissertation/Thesis

First Advisor

Cunico, Robert F.

Degree Name

M.S. (Master of Science)

Department

Department of Chemistry

LCSH

Nitrenes||Silane||Carbenes (Methylene compounds)

Abstract

A method for the generation of phenylcarbenes and ethoxycar- bonylnitrene through fluoride ion-induced alpha-elimination of alpha-(leaving group)-substituted organosilanes was studied. The precursors used for the generation of phenylcarbenes were trimethyl ( dlchlorophenylmethyl)silane and trimethyl(diphenylchloromethyl)- silane, and those for ethoxycarbonylnitrene generation were N-trimethylsilyl-N-chlorourethane and N-trimethylsilyl-N-(p-nitro- benzenesulfonoxy)urethane. The reaction of trimethyl(dichlorophenyl- methyl)silane with potassium fluoride transferred phenylchlorocarbene to olefins in good yield at room temperature. Trimethyl(diphenylchlorome thyl) silane failed to transfer diphenylcarbene under similar conditions. No aziridines were obtained from attempts to transfer ethoxycarbonylnitrene to cyclohexene from the nitrene precursors listed above.

Comments

Includes bibliographical references.

Extent

40 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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