An Improved Synthesis of 2-Aryl-1,1-bis(trimethylsilyl)ethenes

Piotr Pawluć; Grzegorz Hreczycho; Martyna Madalska; Justyna Szudkowska; Maciej Kubicki; Bogdan Marciniec

doi:10.1055/s-0029-1218155

PAPER

An Improved Synthesis of 2-Aryl-1,1-bis(trimethylsilyl)ethenes

Piotr Pawluć*, Grzegorz Hreczycho, Martyna Madalska, Justyna Szudkowska, Maciej Kubicki, Bogdan Marciniec*
Department of Organometallic Chemistry, Faculty of Chemistry, Adam Mickiewicz University, Grunwaldzka 6, 60-780 Poznan, Poland
Fax: +48(61)8291508; e-Mail: marcinb@amu.edu.pl; e-Mail: piotrpaw@amu.edu.pl;

Abstract

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Abstract

A series of new 2-aryl-1,1-bis(trimethylsilyl)ethenes containing ortho-, meta-, and para-substituted aryl or heteroaryl groups has been efficiently synthesized using an improved two-step approach based on a silylative coupling cyclization-Heck coupling/Grignard reaction sequence. The crystal structure of the first 1,1-bis(trimethylsilyl)alk-1-ene containing a heteroaryl group is reported.

Key words

bis(silyl)alkene - Heck reaction - Grignard reaction - cross coupling - organometallic reagent

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References

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