sigmatropicadj.
/sɪɡməˈtrɒpɪk/ Chemistry.
Involving the movement of a sigma bond to a new pair of atoms within a molecule.
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sigmatropic1965
1965 Woodward & Hoffmann in Jrnl. Amer. Chem. Soc. LXXXVII. 2511/2 We define as a sigmatropic change of order [i, j] the migration of a σ-bond, flanked by one or more π-electron systems, to a new position whose termini are i1 and j1 atoms removed from the original bonded loci, in an uncatalyzed intramolecular process.
1974 G. B. Gill & M. R. Willis Pericyclic Reactions iii. 84 The transition state of a sigmatropic change is..reminiscent of the transition state of a cyclo-addition reaction.
This entry has not yet been fully updated (first published 1986; most recently modified version published online June 2018).
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