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Diels–Alder Reactivity of Binuclear Complexes with Calixarene‐like Structures
Author(s) -
Käss Steffen,
Gregor Thomas,
Kersting Berthold
Publication year - 2005
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.200500683
Subject(s) - calixarene , reactivity (psychology) , alder , diels–alder reaction , chemistry , organic chemistry , molecule , catalysis , medicine , biology , botany , alternative medicine , pathology
The regioselectivity of the Diels–Alder reaction between ω‐substituted dienoates and unsymmetrical dienophiles can be strictly controlled by “calixarene‐like” metal complexes of type A (see scheme). The reaction of the dienoate coligand in A with acrylonitrile leads to the exclusive formation of the regioisomer adduct I , which is in striking contrast to the low regioselectivity of the background reaction.