Campus Units

Chemistry

Document Type

Article

Publication Version

Published Version

Publication Date

5-1-1997

Journal or Book Title

Journal of Physical Chemistry A

Volume

101

Issue

18

First Page

3241

Last Page

3245

DOI

10.1021/jp9630479

Abstract

A deuterium isotope effect of 1.4 is observed in the excited-state proton or atom transfer of hypocrellin A in methanol and methanol-O-d. This is the most direct and convincing evidence to date that excited-state intramolecular proton or atom transfer occurs in hypocrellin. It is consistent with previous proposals (e.g., Chem. Rev. 1996, 96, 523) that such excited-state intramolecular processes occur generally in the class of polycyclic quinones possessing light-induced antiviral activity, of which hypocrellin and the related compound hypericin are members. The transfer reaction in these compounds is discussed in terms of being in the adiabatic limit in the proton stretch coordinate. We discuss the possibility of presenting a unified picture of the hypericin and hypocrellin photophysics.

Comments

Reprinted (adapted) with permission from Journal of Physical Chemistry A 101 (1997): 3241, doi: 10.1021/jp9630479. Copyright 1997 American Chemical Society.

Copyright Owner

American Chemical Society

Language

en

File Format

application/pdf

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