Unusual Reaction of 1,1‐Dilithio‐2,3,4,5‐tetraphenylsilole with 1,3‐Dienes Yielding Spirosilanes and Elemental Lithium | Zendy

Toulokhonova Irina S. | Zendy; Friedrichsen Dennis R. | Zendy; Hill Nicholas J. | Zendy; Müller Thomas | Zendy; West Robert | Zendy

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Unusual Reaction of 1,1‐Dilithio‐2,3,4,5‐tetraphenylsilole with 1,3‐Dienes Yielding Spirosilanes and Elemental Lithium

Author(s) -

Toulokhonova Irina S.,

Friedrichsen Dennis R.,

Hill Nicholas J.,

Müller Thomas,

West Robert

Publication year - 2006

Publication title -

angewandte chemie international edition

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 5.831

H-Index - 550

eISSN - 1521-3773

pISSN - 1433-7851

DOI - 10.1002/anie.200503362

Subject(s) - lithium (medication) , adduct , chemistry , yield (engineering) , ion , lithium metal , inorganic chemistry , medicinal chemistry , organic chemistry , materials science , metallurgy , electrode , electrolyte , medicine , endocrinology

Reducing the reluctant : 1,1‐dilithiosilole 1 reacts with 1,3‐dienes and undergoes an unusual “oxidative cyclization”, in which lithium ions are reduced to metallic lithium and spirosilole adducts like 2 (see scheme) are formed in high yield. This transformation proceeds through well‐ordered transition‐state geometries, in which the lithium ions play a decisive role.

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