Kwon TH1, Armel V, Nattestad A, Macfarlane DR, Bach U, Lind SJ, Gordon KC, Tang W, Jones DJ, Holmes AB.
J Org Chem. 2011 May 20;76(10):4088-93. doi: 10.1021/jo2001484. Epub 2011 Apr 26.A one-pot synthesis of 2,6-dibromodithieno[3,2-b;2',3'-d]thiophene (dibromo-DTT, 4) was developed. A key step was bromodecarboxylation of DTT-2,6-dicarboxylic acid, obtained by saponification of the diester 1. The donor-acceptor dye DAHTDTT (13), based on a central 2,6-bis[2'-(3'-hexylthienyl)]dithieno[3,2-b;2',3'-d]thiophene core (9), was prepared and incorporated in a dye-sensitized solar cell (DSC), which exhibited an energy conversion efficiency of 7.3% with V(oc) of 697 mV, J(sc) of 14.4 mA/cm(2), and ff of 0.73 at 1 sun.