J. Phys. Chem. A, 107 (18), 3295 -3299, 2003. 10.1021/jp021605f S1089-5639(02)01605-5
Web Release Date: April 4, 2003

Copyright © 2003 American Chemical Society

Orbital Control of the Color and Excited State Properties of Formylated and Fluorinated Derivatives of Azulene

Sergey V. Shevyakov, Hongru Li, Rajeev Muthyala, Alfred E. Asato, John C. Croney, David M. Jameson, and Robert S. H. Liu*

Department of Chemistry, University of Hawaii, 2545 The Mall, Honolulu, Hawaii 96822 and Department of Cell and Molecular Biology, University of Hawaii, 1960 East-West Road, Honolulu, Hawaii 96822

Received: July 31, 2002

In Final Form: February 11, 2003

Abstract:

New azulene derivatives containing resonantly electron withdrawing formyl and resonantly electron donating fluorine substituents on the seven- as well as the five-member ring have been prepared. Systematic color changes as a result of perturbation of HOMO, LUMO, and LUMO + 1 energies were discussed. Corresponding excited-state properties related to S2-fluorescence were determined.

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