Synthesis of 3,4′-dibromo-2,2′-bithiophene: a useful intermediate for 3,4′-disubstituted 2,2′-bithiophenes. X-Ray molecular structure of 3,4′-dibromo-2,2′-bithiophene

Abstract

The first synthesis of 3,4′-dibromo-2,2′-bithiophene via metal-catalysed cross-coupling between a metallated and a halogenated thiophene derivative is described. An X-ray crystal structure of 3,4′-dibromo-2,2′-bithiophene is reported. 3,4′-Dibromo-2,2′-bithiophene was converted into corresponding bis(alkylsulfanyl) derivatives through bromine–lithium exchange, followed by reaction with two dialkyl disulfides (Me₂S₂ or Bu₂S₂). The ¹H and ¹³C NMR data are discussed.