title: A rational design of catechol-based compounds: an experimental and theoretical study of optical properties.
abstract: The synthesis and optical properties of 4,5-disubstituted (tert-butyldimethylsilyloxy)-protected catechol derivatives are reported. One or two carbon-carbon triple bond functions were introduced through the Sonogashira cross-coupling reaction. The effects on the optical properties of monosubstitution at the 4-position or disubstitution at the 4- and 5-positions of these catechol derivatives with electron-withdrawing or -donating substituents have been investigated. The experimental chemical-structure-polarisability relationship has been studied by using the Lippert-Mataga correlation and compared with the results of a theoretical study carried out with DFT calculations. These compounds are promising candidates for the fine-tuning of internal charge transfer, but also as potential non-linear chromophores and ligands within multifunctional coordination complexes.
authors.affiliation: Université de Lyon, Laboratoire de Chimie, ENS-Lyon, CNRS, 46, Allée d'Italie, 69364 Lyon Cedex 07, France.
authors.forename: Christophe
authors.initials: C
authors.lastname: Aronica
authors.forename: Anna
authors.initials: A
authors.lastname: Venancio-Marques
authors.forename: Jérôme
authors.initials: J
authors.lastname: Chauvin
authors.forename: Vincent
authors.initials: V
authors.lastname: Robert
authors.forename: Gilles
authors.initials: G
authors.lastname: Lemercier