A Remarkable Effect of Silyl Substitution on Electrocyclization of Vinylallenes | Zendy

Murakami Masahiro | Zendy; Amii Hideki | Zendy; Itami Kenichiro | Zendy; Ito Yoshihiko | Zendy

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A Remarkable Effect of Silyl Substitution on Electrocyclization of Vinylallenes

Author(s) -

Murakami Masahiro,

Amii Hideki,

Itami Kenichiro,

Ito Yoshihiko

Publication year - 1995

Publication title -

angewandte chemie international edition in english

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 5.831

H-Index - 550

eISSN - 1521-3773

pISSN - 0570-0833

DOI - 10.1002/anie.199514761

Subject(s) - silylation , substituent , substitution (logic) , chemistry , series (stratigraphy) , kinetics , computational chemistry , stereochemistry , organic chemistry , catalysis , computer science , physics , geology , quantum mechanics , programming language , paleontology

The kinetics and thermodynamics of the electrocyclization of vinylallenes are favorably influenced when a silyl substituent is introduced into the open‐chain compound. A series of vinylallenes containing a silyl group at the vinyl terminus ( 1 ) gave good yields of the corresponding cyclobutenes 2 when heated at reflux in xylene. A theoretical explanation for this observation remains elusive.

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