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. 1998 Mar 2;37(4):505-507.
doi: 10.1002/(SICI)1521-3773(19980302)37:4<505::AID-ANIE505>3.0.CO;2-U.

Low-Temperature Photochemistry of Previtamin D: A Hula-Twist Isomerization of a Triene

Astrid M Müller  1 , Stefan Lochbrunner  1 , Wolfram E Schmid  1 , Werner Fuß  1
Affiliations

Low-Temperature Photochemistry of Previtamin D: A Hula-Twist Isomerization of a Triene

Astrid M Müller et al. Angew Chem Int Ed Engl. .

Abstract

What is the standard course of the cis-trans isomerization of nonpolar polyenes? Many results support a pathway in which only a central CH group rotates out of the plane, while the remaining parts of the molecule reorient within the plane ("hula-twist" mechanism). The intermediate structure through which the molecule passes corresponds to the geometry predicted for the conical intersection of the S1 and S0 potential energy surfaces (see picture).

Keywords: Alkenes; Conical intersections; Isomerizations; Photochemistry; Reaction mechanisms.

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