Journal
TETRAHEDRON
Volume 58, Issue 22, Pages 4417-4423Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/S0040-4020(02)00410-6
Keywords
Diels-Alder reactions; electrophilicity power; density functional theory
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The global electrophilicity power, omega, of a series of dienes and dienophiles commonly used in Diels-Alder reactions may be conveniently classified within a unique relative scale. Useful information about the polarity of transition state structures expected for a given reaction may be obtained from the difference in the global electrophilicity power, Deltaomega. of the diene/dienophile interacting pair. Thus the polarity of the process can be related with non-polar (Deltaomega small, pericyclic processes) and polar (Deltaomega big, ionic processes) mechanisms. (C) 2002 Elsevier Science Ltd. All rights reserved.
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