Practical synthesis and photophysical characterization of full-color circularly polarized luminescent 4,7-diaryl-5,6-(R/S)-BINOL-O-[2,1,3]benzothiadiazoles

Abstract

4,7-Dibromo-5,6-(R/S)-BINOL-O-2,1,3-benzothiadiazole (10) was synthesized quantitatively by an S_NAr reaction of R/S-BINOL and 5,6-difluoro-2,1,3-benzothiadiazole in gram scale and is emerging as an important building block for the construction of circularly polarized luminescent organic materials. The 4,7-diarylated-5,6-(R/S)-BINOL-O-2,1,3-benzothiadiazoles have been successfully synthesized via Suzuki cross-coupling reaction with various aryl boronic acids. This synthetic approach is a practical and useful tool to tune circularly polarized luminescent properties.