Heteroleptic Tetrapyrrole-Fused Dimeric and Trimeric Skeletons with Unusual Non-Frustrated Fluorescence

Chemistry : a European Journal
Yuehong ZhangJianzhuang Jiang

Abstract

Phthalocyanine (Pc) and porphyrin (Por) chromophores have been fused through the benzo[α]pyrazine moiety, resulting in unprecedented heteroleptic tetrapyrrole-fused dimers and trimers. The heteroleptic tetrapyrrole nature has been clearly revealed based on single-crystal X-ray diffraction analysis of the zinc dimer. Electrochemical analysis, theoretical calculations, and time-resolved spectroscopic results disclose that the two/three-tetrapyrrole-fused skeletons behave as one totally π-conjugated system as a result of the strong conjugative interaction between/among the tetrapyrrole chromophores. In particular, the effectively extended π-electron system through the fused-bridge induced strong electronic communication between the Pc and Por moieties and large transition dipole moments in the Pc-Por-fused systems, providing high fluorescence quantum yields (>0.13) and relatively long excited state lifetimes (>1.3 ns) in comparison with their homo-tetrapyrrole-fused analogues.

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Citations

Dec 16, 2016·Journal of the American Chemical Society·Dajeong YimWoo-Dong Jang
Sep 21, 2017·Chemistry : a European Journal·Yuehong ZhangJianzhuang Jiang
May 30, 2020·Chemistry : a European Journal·Jinghui ZhangJianzhuang Jiang
Nov 5, 2019·Nature Communications·Jinseok KimDongho Kim

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