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2008•OrganometallicsRequires access

Selective Formation of Rearranged Silenes from Polysilylenones via 1,3- and 1,5-Silyl Migration

Joji Ohshita, Junichi Morioka, Hiroyuki Kawamoto, Hisayoshi Kobayashi, Atsutaka Kunai, Akinobu Naka

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Abstract

The polysilylenones ( E )-1-phenyl-2-pivaloyl-1-(tris(trimethylsilyl)silyl)ethene ( E-1a ) and ( Z )-2-methyl-1-phenyl-2-pivaloyl-1-tris((trimethylsilyl)silyl)ethene ( Z-1b ) were prepared, and their isomerization under thermal and photochemical conditions was studied. These polysilylenones underwent 1,3- and 1,5-silyl rearrangement selectively, producing the respective silenes, depending on the reaction conditions.

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What this paper is about

The polysilylenones ( E )-1-phenyl-2-pivaloyl-1-(tris(trimethylsilyl)silyl)ethene ( E-1a ) and ( Z )-2-methyl-1-phenyl-2-pivaloyl-1-tris((trimethylsilyl)silyl)ethene ( Z-1b ) were prepared, and their isomerization under thermal and photochemical conditions was studied. These polysilylenones underwent 1,3- and 1,5-silyl rearrangement selectively, producing the respective silenes, depending on the reaction conditions.

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Available abstract

The polysilylenones ( E )-1-phenyl-2-pivaloyl-1-(tris(trimethylsilyl)silyl)ethene ( E-1a ) and ( Z )-2-methyl-1-phenyl-2-pivaloyl-1-tris((trimethylsilyl)silyl)ethene ( Z-1b ) were prepared, and their isomerization under thermal and photochemical conditions was studied. These polysilylenones underwent 1,3- and 1,5-silyl rearrangement selectively, producing the respective silenes, depending on the reaction conditions.

Key concepts: Silylation, Trimethylsilyl, Chemistry, Isomerization, Tris, Medicinal chemistry, Photochemistry, Organic chemistry

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