Applied Catalysis2022,Vol.31610.DOI:10.1016/j.apcatb.2022.121630

Integrating benzofuran and heteroradialene into donor-acceptor covalent organic frameworks for photocatalytic construction of multi-substituted olefins

Wan-Kai An Shi-Jia Zheng Xin Xu
Applied Catalysis2022,Vol.31610.DOI:10.1016/j.apcatb.2022.121630

Integrating benzofuran and heteroradialene into donor-acceptor covalent organic frameworks for photocatalytic construction of multi-substituted olefins

Wan-Kai An 1Shi-Jia Zheng 1Xin Xu1
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作者信息

  • 1. College of Science, Henan Agricultural University, Zhengzhou 450002, China
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Abstract

Covalent organic framework (COF) is a novel platform to develop efficient and green safe heterogeneous photocatalysts. Additionally, multiple photoredox reactions and mechanism studies over porous catalysts remain to be further exploited. In this context, two benzofuran-embedded COFs (BF-COFs) with favorable solvent tolerance were constructed via tautomerism strategy. Attributing to the benzofuran-hetero[6]radialene knots, BF-COFs displayed as donor-acceptor properties, and exhibited wide visible light response range and well separation efficiency for photogenerated charges. Under visible-light, BF-COFs could promote the C-S bond formation reaction between β-ketoate ester and its analogues with NH4SCN, affording multi-substituted olefins (28 examples, upto 98% yield) efficiently. Moreover, the atomic economic strategy was also applicative to prepare L-proline derived olefins (≥ 99% ee), which could be further converted into the chiral amino-substituted thiazoles (99% yield and ≥ 99% ee). The research about BF-COFs sheds light on the green construction of C-S bond, (chiral) olefins and chiral amino thiazoles.

Key words

Benzofuran/Covalent organic frameworks/Photocatalysis/Multi-substituted olefins

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出版年

2022
Applied Catalysis

Applied Catalysis

ISSN:0926-3373
被引量20
参考文献量50
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