Suppression of Photocyclization: Stabilization of an Aggregation-Induced Tetraaryldistyrylbenzene Emitter

Jan Freudenberg; Frank Rominger; Uwe H F Bunz

doi:10.1002/chem.201601069

Suppression of Photocyclization: Stabilization of an Aggregation-Induced Tetraaryldistyrylbenzene Emitter

Chemistry. 2016 Jun 20;22(26):8740-4. doi: 10.1002/chem.201601069. Epub 2016 May 30.

Authors

Jan Freudenberg¹, Frank Rominger¹, Uwe H F Bunz²

Affiliations

¹ Organisch-Chemisches Institut, Ruprecht-Karls-Universität, Im Neuenheimer Feld 270, 69120, Heidelberg, Germany.
² Organisch-Chemisches Institut, Ruprecht-Karls-Universität, Im Neuenheimer Feld 270, 69120, Heidelberg, Germany. uwe.bunz@oci.uni-heidelberg.de.

PMID: 27124375
DOI: 10.1002/chem.201601069

Abstract

The synthesis of 2,3,5,6-tetrakis(2,6-difluorophenyl)di(styryl)benzene by using a conventional synthetic sequence, including Diels-Alder and Horner reactions is reported. The target is an effective aggregation-induced emitter. It is photostable with respect to electrocyclization, due to the presence of the fluorine substituents. This compound undergoes photochemical trans/cis isomerization of its styryl double bonds.

Keywords: aggregation-induced emission; distyrylbenzene; electrocyclization; fluorescence; photochemistry.