Photoisomerization by Hula-Twist: A Fundamental Supramolecular Photochemical Reaction
- 15 May 2001
- journal article
- review article
- Published by American Chemical Society (ACS) in Accounts of Chemical Research
- Vol. 34 (7) , 555-562
- https://doi.org/10.1021/ar000165c
Abstract
The volume-conserving hula-twist cis/trans isomerization process has been incorporated in a general scheme for photoisomerization of polyenes, applicable to small organic molecules as well as to protein-bound polyene chromophores. The main theme is that in solution the conventional one-bond-flip mechanism dominates, while in frozen media (or under other forms of supramolecular constraint) the hula-twist mechanism takes over. Literature examples of photoisomerization obtained under confined conditions have been critically reviewed, the applicability of HT has been examined, and new systems unambiguously testing this volume-conserving process are proposed.Keywords
This publication has 33 references indexed in Scilit:
- A Mechanism of Primary Photoactivation Reactions of Rhodopsin: Modeling of the Intermediates in the Rhodopsin PhotocycleJournal of the American Chemical Society, 2000
- Absolute configuration of bilirubin conformational enantiomersJournal of the American Chemical Society, 1992
- Divalent metal ion catalyzed reactions of acyl phosphatesJournal of the American Chemical Society, 1990
- Retinal and rhodopsin analogs directed toward a better understanding of the H.T.-n model of the primary process of visionJournal of the American Chemical Society, 1986
- The structure of bovine rhodopsinEuropean Biophysics Journal, 1983
- A mechanism for the light-driven proton pump of Halobacterium halobiumNature, 1978
- Photochemistry of polyenes. IX. Excitation, relaxation, and deactivation of dienes, trienes, and higher polyenes in the vitamin A series in the sensitized isomerization reactionJournal of the American Chemical Society, 1976
- Theoretical studies of the visual chromophoreAccounts of Chemical Research, 1975
- Far-infrared intensity studies of iodine complexesJournal of the American Chemical Society, 1968
- Charge-Transfer Complexes in Solution. I. Spectrophotometric Studies of Aromatic Hydrocarbon-Aromatic Nitro Compounds Dissolved in Carbon TetrachlorideJournal of the American Chemical Society, 1964