Highly selective[4+4]cross-photodimerization of(4a-azonia)anthracenes driven by confinement of D-A hetero-guest pair in cucurbit[10]uril host  

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作  者:Xianchen Hu Junli Yang Fang Gao Zhiyong Zhao Simin Liu 

机构地区:[1]School of Chemistry and Chemical Engineering,Wuhan University of Science and Technology,Wuhan 430081,China [2]The State Key Laboratory of Refractories and Metallurgy,Institute of Advanced Materials and Nanotechnology,Wuhan University of Science and Technology,Wuhan 430081,China

出  处:《Chinese Chemical Letters》2025年第3期263-266,共4页中国化学快报(英文版)

基  金:financially supported by the National Natural Science Foundation of China(No.21871216)。

摘  要:The cross-photodimerization often comes with the formation of undesired and competitive homophotodimer as side products.Herein,we report a series of highly selective[4+4]cross-photodimerization between anthracene and 4a-azoniaanthracene derivatives within a cucurbit[10]uril(CB[10])host in water.Heteroternary inclusion complexes were formed through encapsulation of donor(D1-D2,anthracene derivative)and acceptor(A1-A3,4a-azoniaanthracene derivatives)pairs in CB[10].In the presence of CB[10](1.0 equiv.),the[4+4]cross-photodimerization between D1 and A1/A2/A3 efficiently gave a single racemic cross-photodimer.Furthermore,the cross-photodimerization between 9-substituted anthracene D2 and A1/A3 was catalyzed by CB[10](0.1 equiv.)to quantitatively yield a cross-photodimer with high regioselectivity.Efficient formation of selective cross-photodimers could be attributed to the exclusive encapsulation of D-A hetero-guest pairs in CB[10]and the confinement effect of the CB[10]host cavity.Our study further proves host–guest complexation as a powerful strategy for cross-cycloaddition reactions with high efficiency.

关 键 词:Supramolecular catalysis Cross-photodimerization Host-guest complexation Charge-transfer interaction uril 

分 类 号:O621.1[理学—有机化学] O621.25[理学—化学]

 

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