Vinylene-Bridged Two-Dimensional Covalent Organic Frameworks via Knoevenagel Condensation of Tricyanomesitylene

被引：217

作者：

Bi, Shuai ^{[1
]}

Thiruvengadam, Palani ^{[1
]}

Wei, Shice ^{[1
]}

Zhang, Wenbei ^{[1
]}

Zhang, Fan ^{[1
]}

Gao, Lusha ^{[1
]}

Xu, Junsong ^{[1
]}

Wu, Dongqing ^{[1
]}

Chen, Jie-Sheng ^{[1
]}

Zhang, Fan ^{[1
]}

机构：

[1] Shanghai Jiao Tong Univ, Sch Chem & Chem Engn, State Key Lab Met Matrix Composites, Shanghai 200240, Peoples R China

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2020年 / 142卷 / 27期

基金：

中国国家自然科学基金;

关键词：

OXIDATIVE HYDROXYLATION; PHOTOREDOX CATALYSIS; ARYLBORONIC ACIDS; CRYSTALLINE; POLYMERS; ESTERS;

D O I：

10.1021/jacs.0c04594

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Vinylene-bridged covalent organic frameworks (COFs) have shown great potential for advanced applications because of their high chemical stability and intriguing semi- conducting properties. Exploring new functional monomers available for the reticulation of vinylene-bridged COFs and establishing effective reaction conditions are extremely desired for enlarging the realm of this kind of material. In this work, a series of vinylene-bridged two-dimensional (2D) COFs are synthesized by Knoevenagel condensation of tricyanomesitylene with ditopic or tritopic aromatic aldehydes. With use of appropriate secondary amines as catalysts, high-crystalline vinylene-bridged COFs were achieved, exhibiting long-range ordered structures, well-defined nanochannels, high surface areas (up to 1231 m(2) g(-1)) and excellent photophysical properties. Under a low loading amount and short reaction time, they enable aerobic photocatalytic transformation of arylboronic acids to phenols with high efficiency and excellent recyclability. This work demonstrates a new functional monomer, tricyanomesitylene, feasible for the general synthesis of vinylene-bridged COFs with potential application in photocatalytic organic transformation, which instigates further research on such kind of material.

引用

页码：11893 / 11900

页数：8

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