Regioselective Synthesis of Directly Connected BODIPY Dimers through Oxidative Coupling of α-Amino-Substituted BODIPYs

作者：Long Wang, Qinghua Wu, Zhengxin Kang, Xing Guo, Wei Miao, Zhongxin Li, Huiquan Zuo, Hua Wang, Hongwei Si, Lijuan Jiao, Erhong Hao · 发表于：Organic Letters · 年份：2023 · DOI：10.1021/acs.orglett.3c01755 · 被引用次数：23 · 研究领域：Luminescence and Fluorescent Materials、Nanoplatforms for cancer theranostics、Porphyrin and Phthalocyanine Chemistry

A family of directly β,β-linked BODIPY dimers with amino groups at α-positions were regioselectively prepared by the oxidative coupling reaction of α-amino-substituted BODIPYs. The structure of one representative dimer was elucidated by X-ray diffraction analysis, showing its twisted orientation of two BODIPY units with a dihedral angle of 49°. Comparing with the corresponding monomers, these dimers showed red-shifted absorptions and emissions along with efficient intersystem crossing, giving Φ Δ of 43% for dimer 4b in toluene, indicating potential use as heavy-atom-free photosensitizers.