Synthesis and characterization of triarylborthiins, Ar 3B 3S 3 (Ar = 4-MeC 6H 4, 3-MeC 6H 4, 2-MeC 6H 4, 4-EtC 6H 4 and 3,5-Me 2C 6H 3)

Abstract

The air/moisture-sensitive triarylborthiins, Ar 3B 3S 3 (Ar = 4-MeC 6H 4, 3-MeC 6H 4, 2-MeC 6H 4, 4-EtC 6H 4, and 3,5-Me 2C 6H 3), have been prepared by the reaction of ArBBr 2 With HgS in benzene at reflux and have been characterized by 11B NMR and IR spectroscopy and mass spectrometry. The substituted aryl derivatives are less air-stable than Ph 3B 3S 3, and in air significantly decompose to boron-oxygen species within minutes; the approximate order of air-stability is (Ar =) Ph > 3,5-Me 2C 6H 3 > 4-EtC 6H 4 > 4-MeC 6H 4 > 3-MeC 6H 4 > 2-MeC 6H 4· ArBBr 2 compounds have been prepared by the reaction of ArHgBr with BBr 3; their 11B, 13C, and 1H NMR data are presented. NMR ( 13C, 1H) data are also reported for the ArHgBr species prepared by reaction of ArMgBr with HgBr 2.