Issue 13, 2019
From the journal:

Organic Chemistry Frontiers

Orthogonally arranged tripyrrin–BODIPY conjugates with an “edge to plane” mode†

Chun-Liang Hou,‡a   Yuhang Yao,‡b   Da Wang,a   Jing Zhang*a  and  Jun-Long Zhang ORCID logo *b  

* Corresponding authors

a Center of Materials Science and Optoelectronics Engineering, College of Materials Science and Opto-Electronic Technology, University of Chinese Academy of Sciences, Beijing 100049, P. R. China
E-mail: zhangj271@ucas.ac.cn

b Beijing National Laboratory for Molecular Sciences, State Key Laboratory of Rare Earth Materials Chemistry and Applications, College of Chemistry and Molecular Engineering, Peking University, Beijing 100871, P.R. China
E-mail: zhangjunlong@pku.edu.cn

Abstract

We designed new molecular conjugates, consisting of two strong fluorophores, tripyrrin and BODIPY moieties. Crystal structures demonstrated that the BODIPY is nearly perpendicular to the tripyrrin plane, directly linked in an orthogonal geometry, in a new “edge to plane” mode with covalently bonded chromophore peripheries. Furthermore, substitutions on BODIPY can modulate the photophysical properties, which can be explained by energy transfer via a FRET mechanism. This not only enriches the repertoire of multichromophoric system but also expands the scope of tripyrrin for constructing molecular functional materials.

Graphical abstract: Orthogonally arranged tripyrrin–BODIPY conjugates with an “edge to plane” mode

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Article information

DOI
https://doi.org/10.1039/C9QO00445A
Article type
Research Article
Submitted
28 Mar 2019
Accepted
23 Apr 2019
First published
25 Apr 2019

Org. Chem. Front., 2019,6, 2266-2274

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Orthogonally arranged tripyrrin–BODIPY conjugates with an “edge to plane” mode

C. Hou, Y. Yao, D. Wang, J. Zhang and J. Zhang, Org. Chem. Front., 2019, 6, 2266 DOI: 10.1039/C9QO00445A

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