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Kinetics, mechanism, and stereochemistry of Diels‐Alder reactions of carbonyl‐substituted ethenes with cyclohexa‐1,3‐diene in the gas phase
Author(s) -
Van Mele B.,
Tybaert C.,
Huybrechts G.
Publication year - 1987
Publication title -
international journal of chemical kinetics
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.341
H-Index - 68
eISSN - 1097-4601
pISSN - 0538-8066
DOI - 10.1002/kin.550191203
Subject(s) - chemistry , diene , kinetics , gas phase , diels–alder reaction , stereochemistry , reaction mechanism , medicinal chemistry , organic chemistry , catalysis , physics , natural rubber , quantum mechanics
The kinetics of the Diels–Alder additions of CH 2 CHCHO, CH 2 C(CH 3 )CHO, and CH 2 CHC(CH 3 )O to cyclohexa‐1,3‐diene (CHD) have been studied in the gas phase. The stereochemistry and the mechanism of these reactions are discussed. In contrast with other Diels–Alder additions involving CHD as diene, a biradical mechanism does not fit the experimental results.