Facile synthesis of biphenyl-fused BODIPY and its property

Yosuke Hayashi; Naoki Obata; Masatomo Tamaru; Shigeru Yamaguchi; Yutaka Matsuo; Akinori Saeki; Shu Seki; Yuka Kureishi; Shohei Saito; Shigehiro Yamaguchi; Hiroshi Shinokubo

doi:10.1021/ol2033916

Facile synthesis of biphenyl-fused BODIPY and its property

Org Lett. 2012 Feb 3;14(3):866-9. doi: 10.1021/ol2033916. Epub 2012 Jan 24.

Authors

Yosuke Hayashi¹, Naoki Obata, Masatomo Tamaru, Shigeru Yamaguchi, Yutaka Matsuo, Akinori Saeki, Shu Seki, Yuka Kureishi, Shohei Saito, Shigehiro Yamaguchi, Hiroshi Shinokubo

Affiliation

¹ Department of Applied Chemistry, Graduate School of Engineering, Nagoya University, Nagoya 464-8603, Japan.

PMID: 22273338
DOI: 10.1021/ol2033916

Abstract

A biphenyl-fused BODIPY was synthesized through a facile oxidative cyclization of peripheral aryl-substituents at the β-position of the BODIPY unit. The extended π-system of the fused BODIPY induces near-infrared (NIR) absorption and strong π-π interactions in the solid state. These features are beneficial for the application of the dye as a functional material. The biphenyl-fused BODIPY dye was demonstrated to exhibit photocurrent conversion ability on the basis of its n-type semiconducting property.