New Insights into the Redox Properties of Pyridinium Appended 1,2-Dithienylcyclopentenes

Lambert Sicard (1) , Frederic Lafolet (2) , Martial Boggio-Pasqua (3) , Christophe Bucher (4) , Guy Royal (1) , Saioa Cobo (1)

1 DCM - Département de Chimie Moléculaire
2 ITODYS (UMR_7086) - Interfaces, Traitements, Organisation et Dynamique des Systèmes
3 PTC - Photochimie théorique et computationnelle (LCPQ)
4 LC - Laboratoire de Chimie - UMR5182

Complex mechanism: We investigate optical and redox properties of a methyl pyridinium appended 1,2-dithienylethene photochromic derivative employing (spectro-) electrochemical measurements complemented by theoretical calculations. Based on our findings, we propose a complex multi-step photo/redox mechanism for the closed isomer. Abstract The optical and redox properties of a methyl pyridinium appended 1,2-dithienylethene photochromic derivative have been thoroughly investigated. A complex multi-step photo/redox mechanism is proposed for the closed isomer on the ground of spectro-electrochemical and theoretical data. The generated compounds are not stable over the time because of chemical reactions associated to the redox processes and a new dithienylethene derivative incorporating a seven-membered ring has been isolated and characterized.

Mots clés: density functional calculations; dithienylethene; electrochemistry; photochromism; photochemistry

Domaines: Chimie théorique et/ou physique

Lambert Sicard, Frederic Lafolet, Martial Boggio-Pasqua, Christophe Bucher, Guy Royal, et al.. New Insights into the Redox Properties of Pyridinium Appended 1,2-Dithienylcyclopentenes. ChemPhysChem, 2022, 23 (9), pp.e202200004. ⟨10.1002/cphc.202200004⟩. ⟨hal-03675297⟩