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The Mechanism of the Dötz Reaction: Chromacyclobutenes by Alkyne–Carbene Coupling?
Author(s) -
Hofmann Peter,
Hämmerle Martin
Publication year - 1989
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.198909081
Subject(s) - carbene , alkyne , chemistry , reaction mechanism , coupling (piping) , mechanism (biology) , coupling reaction , computational chemistry , physics , materials science , catalysis , quantum mechanics , organic chemistry , metallurgy
Chromacyclobutenes 2, which have been postulated as intermediates on several occasions , are unrealistic structures with incomplete electron shells and high energy. According to model calculations vinylcarbene complexes 3/4 are much more stable isomers and can be formed almost without activation energy from alkyne‐carbene complexes 1 . The different modes of coordination of the structure continuum 1–6 can be interpreted and predicted as a function of the metal complex ML n .