A Photochemical and Electrochemical Triggered Bis(hydrazone) Switch.

Fiche publication


Date publication

août 2017

Journal

Chemistry (Weinheim an der Bergstrasse, Germany)

Auteurs

Membres identifiés du Cancéropôle Est :
Pr LEHN Jean-Marie


Tous les auteurs :
Gordillo MA, Soto-Monsalve M, Carmona-Vargas CC, Gutierrez G, D'vries RF, Lehn JM, Chaur MN

Résumé

Herein, we report the synthesis of a double hydrazone capable of undergoing photochemical E/Z isomerization through the imine double bonds. The bis(hydrazone) 1-E,E can be considered as a "two-arm" system in which the controlled movement of each arm is obtained by photo-modulation, making possible the appearance of two isolable metastable isomeric states 1-E,Z and 1-Z,Z. Such states are characterized by very specific structural, optical and electrochemical properties. The latter, allows the reversible return from either 1-E,Z or 1-Z,Z to the 1-E,E state. Our results are of great importance in the further development of molecular machines and photochemically controlled reactions by introducing for the first time double hydrazones as tunable photochemical switches.

Mots clés

bis(hydrazone), configurational isomers, photoisomerization, supramolecular chemistry, thiopyrimidine

Référence

Chemistry. 2017 Aug;: