Conformational Switching of π-Conjugated Junctions from Merocyanine to Cyanine States by Solvent Polarity

Alhama Arjona-Esteban; Matthias Stolte; Frank Würthner

doi:10.1002/anie.201510620

Conformational Switching of π-Conjugated Junctions from Merocyanine to Cyanine States by Solvent Polarity

Angew Chem Int Ed Engl. 2016 Feb 12;55(7):2470-3. doi: 10.1002/anie.201510620. Epub 2016 Jan 21.

Authors

Alhama Arjona-Esteban¹, Matthias Stolte¹, Frank Würthner²

Affiliations

¹ Universität Würzburg, Institut für Organische Chemie and Center for Nanosystems Chemistry, Am Hubland, 97074, Würzburg, Germany.
² Universität Würzburg, Institut für Organische Chemie and Center for Nanosystems Chemistry, Am Hubland, 97074, Würzburg, Germany. [email protected].

PMID: 26797795
DOI: 10.1002/anie.201510620

Abstract

Directed by the solvent polarity, the prevalent conformation of a polymethine dye bearing a branched π-conjugated junction can be switched from a heptamethine donor-acceptor (DA) merocyanine-type π-conjugated system to a nonamethine DAD cyanine-type π-conjugated scaffold. Concomitantly the absorption maximum shifts from 585 nm in dichloromethane to 748 nm in methanol solution.

Keywords: conformation analysis; cyanines; dyes/pigments; solvatochromism.

Publication types

Research Support, Non-U.S. Gov't