jo1c02269_si_001.pdf (2.81 MB)
Download file3,4-Bisthiolated Pyrroles: Concise Construction and Their Electronic Properties
journal contribution
posted on 2022-01-25, 15:14 authored by Jun Tian, Kai Feng, Kang-Ning Yuan, Xing Li, Hong-Hong Chang, Wen-Chao Gao3,4-Bisthiolated pyrroles constitute
key cores in pyrrole-based
semiconductors, and their electronic properties could be improved
by the bisthio groups via the S-effect. Herein, a
convenient method for the synthesis of 3,4-bisthiolated pyrroles has
been developed through the AlCl3-catalyzed thiolation/cyclization
of homopropargylic azides, and cyclic voltammetry and DFT calculations
indicated that the desired 3,4-bisthiolated pyrroles had higher HOMO
orbital energies and lower band gaps than the parent unsubstituted
2,5-diphenylpyrrole.