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Diels‐Alder Adducts of Benzene with Arenes and Their [4+2] Cycloreversion
Author(s) -
Bertsch Achim,
Grimme Wolfram,
Reinhardt Gerd
Publication year - 1986
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.198603771
Subject(s) - adduct , benzene , chemistry , photochemistry , resonance (particle physics) , diels–alder reaction , benzene derivatives , medicinal chemistry , computational chemistry , organic chemistry , catalysis , chemical synthesis , biochemistry , in vitro , physics , particle physics
The retrocleavage of the adducts 1–5 proceeds according to a synchronous mechanism . The resonance energy gain in the products is 11 to 40 kcal/mol; in each case, 40% of this gain is reflected in a reduction of the energy of the transition state.