Oligothienyl-BODIPYs: red and near-infrared emitters

Org Lett. 2012 Nov 16;14(22):5696-9. doi: 10.1021/ol302710z. Epub 2012 Oct 31.

Abstract

The synthesis of unsymmetrical 3,5-dioligothienyl-BODIPY derivatives and their optical and redox properties are reported. The key step is the monobromination of the 2,6-dimethyl-3,5-dithienyl-BODIPY at the α position of the thiophene moiety. The additional thiophene modules are attached by palladium-catalyzed cross-coupling reactions. Increasing the number of modules on each side of the BODIPY core progressively shifts the absorption to 677 nm and the emission to 769 nm.