Synthesis of low band gap [1,2,5]-thiadiazolo[3,4-g]quinoxaline and pyrazino[2,3-g]quinoxaline derivatives by selective reduction of benzo[1,2-c;4,5-c']bis[1,2,5]thiadiazole.
The reduction of a dithienylbenzobisthiadiazole derivative TBBT can be performed selectively so as to afford either [1,2,5]-thiadiazolo[3,4-g]quinoxaline (TQ) or pyrazino[2,3-g]quinoxaline (PQ) derivatives. This approach offers a much milder, shorter, and more efficient route to PQ and TQ derivatives than current methods. It is further shown how the optical and electrochemical properties of PQ and TQ can be tuned by choice of appropriate substituents.
School of Materials Science and Engineering, Nanyang Technological University, 50 Nanyang Avenue, Singapore 639798.
Hairong
H
Li
Teck Lip
TL
Tam
Yeng Ming
YM
Lam
Subodh G
SG
Mhaisalkar
Andrew C
AC
Grimsdale