Structure-property relationships in a series of photochromic thiophene-substituted 3H-naphtho [2,1-b]pyrans

Authors
Rebiere, N Moustrou, C Meyer, M Samat, A Guglielmetti, R Micheau, JC Aubard, J
Citation
N. Rebiere et al., Structure-property relationships in a series of photochromic thiophene-substituted 3H-naphtho [2,1-b]pyrans, J PHYS ORG, 13(9), 2000, pp. 523-530
Citations number
19
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
JOURNAL OF PHYSICAL ORGANIC CHEMISTRY
ISSN journal
08943230 → ACNP
Volume
13
Issue
9
Year of publication
2000
Pages
523 - 530
Database
ISI
SICI code
0894-3230(200009)13:9<523:SRIASO>2.0.ZU;2-I
Abstract
The photochromic parameters of a set of 26 thiophene-substituted [3H]-napht ho[2,1-b]pyrans were studied by flash photolysis. The experimental results obtained along with molecular modelling approaches (molecular mechanics and quantum calculations) allowed us to propose structure-property relationshi ps. From this approach, the main structural modifications able to induce la rge variations in electronic absorption, fading rates and coloration abilit y are discussed. Copyright (C) 2000 John Wiley & Sons, Ltd.