Indolinooxazolidine: a versatile switchable unit.

Abstract

The design of multiresponsive systems continues to arouse a lot of interest. In such multistate/multifunctional systems, it is possible to isomerize a molecular system from one metastable state to another by application of different stimulation such as light, heat, proton, or electron. In this context, some researches deal with the design of multimode switch where a same interconversion between two states could be induced by using indifferently two or more different kind of stimuli. Herein, we demonstrate that the association of an indolinooxazolidine moiety with a bithiophene unit allows the development of a new trimode switch. A reversible conversion between a colorless closed form and a colorful open form can be equally performed by light, proton, or electrical stimulation. In addition, the oxidation of this system allows the generation of a third metastable state.