Dyotropic reaction

Dyotropic rearrangements of Type I (above) and Type II (below)

A dyotropic reaction (from the Greek dyo, meaning two) in organic chemistry is a type of organic reaction and more specifically a pericyclic valence isomerization in which two sigma bonds simultaneously migrate intramolecularly.[1] The reaction type is of some relevance to organic chemistry because it can explain how certain reactions occur and because it is a synthetic tool in the synthesis of organic molecules for example in total synthesis. It was first described by Manfred T. Reetz in 1971 [2][3] In a type I reaction two migrating groups interchange their relative positions and a type II reaction involves migration to new bonding sites without positional interchange.

  1. ^ Dyotropic Reactions: Mechanisms and Synthetic Applications Israel Fernandez Fernando P. Cossıo and Miguel A. Sierra Chem. Rev. 2009, Article ASAP doi:10.1021/cr900209c
  2. ^ Dyotropic Rearrangements, a New Class of Orbital-Symmetry Controlled Reactions. Type I Manfred T. Reetz Angewandte Chemie International Edition in English 1971 Volume 11 Issue 2, Pages 129 - 130 doi:10.1002/anie.197201291
  3. ^ Dyotropic Rearrangements, a New Class of Orbital-Symmetry Controlled Reactions. Type II Angewandte Chemie International Edition in English 1971 Volume 11, Issue 2, Date: February 1972, Pages: 130-131 Manfred T. Reetz doi:10.1002/anie.197201311