Reduction of phenyl silyl acetylenes with lithium: Unexpected formation of a dilithium dibenzopentalenide

被引：77

作者：

Saito, Masaichi ^{[1
]}

Nakamura, Michio ^{[1
]}

Tajima, Tomoyuki ^{[1
]}

Yoshioka, Michikazu ^{[1
]}

机构：

[1] Saitama Univ, Dept Chem, Grad Sch Sci & Engn, Saitama 3388570, Japan

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2007年 / 46卷 / 09期

关键词：

alkynes; aromatic systems; intermolecular cyclization; metalation; reduction; STANNOLE DIANION; CRYSTAL-STRUCTURE; GROUP-14; METALLOLES; PENTALENYL DIANION; DISODIO SALTS; CHEMISTRY; AROMATICITY; SILICON; COMPLEXES; ANIONS;

D O I：

10.1002/anie.200604067

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

(Chemical Equation Presented) The degree of bulkiness of the silyl substituent strongly affects the reduction mode of phenyl silyl acetylenes. For example, the treatment of phenyl(triisopropylsilyl)acetylene with lithium led to the unprecedented formation of a dilithium dibenzopentalenide together with the expected 1,4-dilithio-1,3-butadiene (see scheme), whereas the reduction of phenyl(tert-butyldimethylsilyl)acetylene gave only the corresponding 1,4-dilithio-1,3-butadiene. © 2007 Wiley-VCH Verlag GmbH & Co. KGaA.

引用

页码：1504 / 1507

页数：4

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