Organosilicon compounds: XII. Anhydride, acid halide and chloroformate cleavage of the siliconcarbon bond of 2-silylsubstituted pyridines | Health & Environmental Research Online (HERO)

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Citation
Tags

HERO ID

5177768

Reference Type

Journal Article

Title

Organosilicon compounds: XII. Anhydride, acid halide and chloroformate cleavage of the siliconcarbon bond of 2-silylsubstituted pyridines

Author(s)

Pinkerton, FH; Thames, SF

Year

1970

Is Peer Reviewed?

Yes

Journal

Journal of Organometallic Chemistry
ISSN: 0022-328X
EISSN: 1872-8561

Volume

Page Numbers

623-627

DOI

10.1016/S0022-328X(00)84491-5

URL

http://www.sciencedirect.com/science/article/pii/S0022328X00844915
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Abstract

Cleavage of the siliconcarbon bond of 2-(trimethylsilyl)pyridine has been affected by benzoyl chloride, phthalic anhydride, and ethyl chloroformate as well as benzaldehyde to provide a novel pathway to heterocyclic ketones, keto-acids, esters and alcohols. A cyclic four-membered transition state is proposed in which the polarity of both the siliconaromatic bond and the attacking reagent are stressed.