Fiche publication
Date publication
janvier 2017
Journal
Chemical science
Auteurs
Membres identifiés du Cancéropôle Est :
Dr NICOLAI Adrien
Tous les auteurs :
Maciejewski J, Sobczuk A, Claveau A, Nicolai A, Petraglia R, Cervini L, Baudat E, Miéville P, Fazzi D, Corminboeuf C, Sforazzini G
Lien Pubmed
Résumé
Here we present a molecular architecture that can reversibly change the geometric conformation of its π-system backbone irradiation with two different wavelengths. The proposed 'molecular actuator' consists of a photoswitchable azobenzene orthogonally connected to a π-conjugated bithiophene by both direct and aliphatic linker-assisted bonding. Upon exposure to 350 nm light, the azobenzene moiety isomerizes to its form, causing the bithiophene to assume a semiplanar anti conformation (extended π-conjugation). Exposure to 254 nm light promotes the isomerization of the azobenzene unit back to its initial extended conformation, thus forcing the bithiophene fragment to twist out of coplanarity (restricted π-conjugation). The molecular conformation of the bithiophene was characterized using steady-state UV-vis and nuclear magnetic resonance spectroscopy, as well as computations. The proposed molecular design could be envisaged as a π-conjugation modulator, which has potential to be incorporated into extended linear π-systems, the terminal α-thiophene positions, and used to tune their optical and electronic properties.
Référence
Chem Sci. 2017 01 1;8(1):361-365
