T. Kitamura et al., A DRASTIC EFFECT OF HALIDE ANIONS ON THE NUCLEOPHILIC-SUBSTITUTION OF1-PHENYLBENZO[B]THIOPHENIUM SALTS, Perkin transactions. 2, (4), 1996, pp. 473-474
Nucleophilic substitution of 1,2,3-triarylbenzo[b]thiophenium salts wi
th halide anions (Cl- and Br-) has been found to yield 2,3-diarylbenzo
[b] thiophenes, halobenzenes and -diaryl-1-halo-2-[2-(phenylsulfanyl)p
henyl]ethenes and especially the reaction with iodide anion gives only
2,3-diarylbenzo[b]thiophenes and iodobenzene, indicating that halide
anions behave quite differently from the reaction with alkoxide anions
reported previously.