Multi-Component Synthesis of a Buta-1,3-diene-Linked Covalent Organic Framework

Yan Su; Bo Li; Hong Xu; Chuangye Lu; Shengdong Wang; Bin Chen; Zaoming Wang; Weitao Wang; Ken-Ichi Otake; Susumu Kitagawa; Liangbin Huang; Cheng Gu

doi:10.1021/jacs.2c05701

Multi-Component Synthesis of a Buta-1,3-diene-Linked Covalent Organic Framework

J Am Chem Soc. 2022 Oct 12;144(40):18218-18222. doi: 10.1021/jacs.2c05701. Epub 2022 Sep 7.

Authors

Yan Su¹, Bo Li², Hong Xu³, Chuangye Lu¹, Shengdong Wang¹, Bin Chen¹, Zaoming Wang⁴, Weitao Wang¹, Ken-Ichi Otake⁴, Susumu Kitagawa⁴, Liangbin Huang², Cheng Gu^{1

5}

Affiliations

¹ State Key Laboratory of Luminescent Materials and Devices, Institute of Polymer Optoelectronic Materials and Devices, South China University of Technology, Guangzhou 510640, P. R. China.
² Key Laboratory of Functional Molecular Engineering of Guangdong Province, School of Chemistry and Chemical Engineering, South China University of Technology, Guangzhou 510641, P. R. China.
³ Institute of Nuclear and New Energy Technology, Tsinghua University, Beijing 100084, P. R. China.
⁴ Institute for Integrated Cell-Material Sciences, Institute for Advanced Study, Kyoto University, Kyoto 606-8501, Japan.
⁵ Guangdong Provincial Key Laboratory of Luminescence from Molecular Aggregates, South China University of Technology, Guangzhou 510640, P. R. China.

PMID: 36069433
DOI: 10.1021/jacs.2c05701

Abstract

We report a multi-component synthetic strategy on a two-dimensional crystalline covalent organic framework (COF) by connecting acetonitrile with aromatic aldehyde and acetaldehyde moieties to form an unprecedented cyano-substituted buta-1,3-diene linkage. Different from most of the COFs that were crystallized from the condensations from two components, the presented COF is generated from two competitive and reversible reactions among three moieties. The buta-1,3-diene COF exhibits remarkable photoactivity with a low exciton binding energy of 44.4 ± 1.5 meV for promoted charge separation, which enables the buta-1,3-diene-linked COF as an efficient photocatalyst for various aerobic oxidation reactions under visible light. Our multi-component synthesis strategy may provide new sights for synthesizing COFs with structural diversity and functional variability that are hard to achieve by traditional COF synthesis.