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Vinylene-Bridged 2D Covalent Organic Frameworks via Knoevenagel Condensation of Tricyanomesitylene
Journal of the American Chemical Society ( IF 14.4 ) Pub Date : 2020-06-12 , DOI: 10.1021/jacs.0c04594 Shuai Bi 1 , Palani Thiruvengadam 1 , Shice Wei 1 , Wenbei Zhang 1 , Fan Zhang 1 , Lusha Gao 1 , Junsong Xu 1 , Dongqing Wu 1 , Jie-Sheng Chen 1 , Fan Zhang 1
Journal of the American Chemical Society ( IF 14.4 ) Pub Date : 2020-06-12 , DOI: 10.1021/jacs.0c04594 Shuai Bi 1 , Palani Thiruvengadam 1 , Shice Wei 1 , Wenbei Zhang 1 , Fan Zhang 1 , Lusha Gao 1 , Junsong Xu 1 , Dongqing Wu 1 , Jie-Sheng Chen 1 , Fan Zhang 1
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Vinylene-bridged covalent organic frameworks (COFs) have shown great potential for advanced applications due to their high chemical stability and intriguing semiconducting properties. Exploring new functional monomers available for the reticulation of vinylene-bridged COFs and establishing powerful reaction conditions are extremely desired for enlarging the realm of this kind of material. In this work, a series of vinylene-bridged 2D COFs are synthesized by Knoevenagel condensation of tricyanomesitylene with ditopic or tritopic aromatic aldehydes. By using 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 m2 g-1) and excellent photophysical properties. Under 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 on photocatalytic organic transformation, which instigates further research on such kind of material.
中文翻译：
通过三氰基三甲苯的 Knoevenagel 缩合形成亚乙烯基桥连 2D 共价有机骨架
乙烯桥联共价有机骨架（COF）由于其高化学稳定性和有趣的半导体特性，在高级应用中显示出巨大的潜力。探索可用于亚乙烯基桥连 COFs 成网的新功能单体并建立强大的反应条件是扩大此类材料领域的迫切需要。在这项工作中，通过三氰基三甲苯与双位或三位芳香醛的 Knoevenagel 缩合合成了一系列亚乙烯基桥连 2D COF。通过使用合适的仲胺作为催化剂，获得了高结晶亚乙烯基桥联 COF，表现出长程有序结构、明确的纳米通道、高表面积（高达 1231 m2 g-1）和优异的光物理性能。在低负载量和短反应时间下，它们能够将芳基硼酸高效光催化转化为酚类，并且具有优异的可回收性。这项工作证明了一种新的功能单体三氰基三亚甲基苯，可用于一般合成亚乙烯基桥连 COFs，并在光催化有机转化方面具有潜在应用，这激发了对此类材料的进一步研究。
更新日期：2020-06-12
中文翻译：
通过三氰基三甲苯的 Knoevenagel 缩合形成亚乙烯基桥连 2D 共价有机骨架
乙烯桥联共价有机骨架（COF）由于其高化学稳定性和有趣的半导体特性，在高级应用中显示出巨大的潜力。探索可用于亚乙烯基桥连 COFs 成网的新功能单体并建立强大的反应条件是扩大此类材料领域的迫切需要。在这项工作中，通过三氰基三甲苯与双位或三位芳香醛的 Knoevenagel 缩合合成了一系列亚乙烯基桥连 2D COF。通过使用合适的仲胺作为催化剂，获得了高结晶亚乙烯基桥联 COF，表现出长程有序结构、明确的纳米通道、高表面积（高达 1231 m2 g-1）和优异的光物理性能。在低负载量和短反应时间下，它们能够将芳基硼酸高效光催化转化为酚类，并且具有优异的可回收性。这项工作证明了一种新的功能单体三氰基三亚甲基苯，可用于一般合成亚乙烯基桥连 COFs，并在光催化有机转化方面具有潜在应用，这激发了对此类材料的进一步研究。
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