A Study of 1,2-Dihydro-1,2-azaborine in a pi-Conjugated System

作者:Taniguchi Takuhiro; Yamaguchi Shigehiro*
来源:Organometallics, 2010, 29(21): 5732-5735.
DOI:10.1021/om100408m

摘要

The reaction of N-Bac-protected bis(5-phenyl-2-pyrrolyl)borane with BF(3)center dot OEt(2) produced 3-(phenylpyrrolyl)-6-phenyl- 1,2-dihydro-1,2-azaborine in moderate yield. This compound showed (117 absorption band at a longer wavelength compared to that of its benzene analogue and also exhibited an intense red-shifted fluorescence with a high quantum yield close to unity. According to the X-ray structural analysis, cyclic voltammetry, and theoretical calculations, the 1,2-dihydro-1,2-azaborine acts not like a benzene analogue but like a cyclohexadiene analogue in the extended pi-conjugated skeleton.

  • 出版日期2010-11-8