Article
Article
Woodward-Hoffmann rule
Article By:
Dalrymple, David L. Nicolet Instrument Corporation, Madison, Wisconsin.
Last reviewed:June 2020
DOI:https://doi.org/10.1036/1097-8542.749000
A concept which can predict or explain the stereochemistry of certain types of reactions in organic chemistry. It is also described as the conservation of orbital symmetry, and is named for its developers, R. B. Woodward and Roald Hoffmann. The rule applies to a limited group of reactions, called pericyclic, which are characterized by being more or less concerted (that is, one-step, without a distinct intermediate between reactants and products) and having a cyclic arrangement of the reacting atoms of the molecule in the transition state. Most pericyclic reactions fall into one of three major classes, examples of which will illustrate the use of the rule. See also: Pericyclic reaction
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