Quantum chemical study of the photocoloration reaction in the napthoxazine series |
| |
Authors: | Maurel F Aubard J Millie P Dognon J P Rajzmann M Guglielmetti R Samat A |
| |
Institution: | Laboratoire Interfaces, Traitements, Organisation et DYnamique des Systèmes, ITODYS, Université de Paris 7-Denis Diderot, UMR 7086, 1 rue Guy de la Brosse 75005 Paris, France. maurel@paris6.jussieu.fr |
| |
Abstract: | Ab initio and semiempirical quantum mechanical calculations were performed to study the electronic spectra of spiroxazine photochromic compounds as well as the corresponding photoisomers. Ground-state geometries were optimized based on density functional theory (DFT). Excitation energies of the different forms were calculated using the time-dependent density functional theory (TD-DFT) method. Semiempirical calculations including configuration interactions were performed to detail the mechanism of ring opening in excited states. On the basis of the obtained potential energy profile, a complete mechanism of photocoloration able to clarify some experimental findings is provided. A correlation of the experimental quantum yield of photocoloration with the calculated properties as a function of substituent effects is proposed. |
| |
Keywords: | |
本文献已被 PubMed 等数据库收录! |
|