Synthesis and photophysical properties of novel biphenyl derivatives containing furan and thiophene groups

Abstract

( Z)-2-(4-Bromophenyl)-3-(furan-2-yl)acrylonitrile and ( Z)-2-(4-bromophenyl)-3- (thiophen-2-yl)acrylonitrile were prepared by condensation of furan-2-carbaldehyde and thiophene-2-carbaldehyde with (4-bromophenyl)acetonitrile in the presence of catalytic amount of NaOCH3 at room temperature. A series of novel biphenyl derivatives containing furan and thiophene groups was synthesised from (Z)-2-(4-bromophenyl)-3-(furan-2-yl)acrylonitrile and ( Z)-2-(4-bromophenyl)-3- (thiophen-2-yl)acrylonitrile via Suzuki coupling to arylboronic acids. The structures of these compounds were characterised by FTIR, 1H NMR, 13C NMR, and HRMS. The UV-Vis absorption and photoluminescence spectra of the novel compounds in CH2Cl2 solution were investigated.