Coordination-Driven Stereospecific Control Strategy for Pure Cycloisomers in Solid-State Diene Photocycloaddition

 Meng-Fan Wang^†,‡,§,Yan Mi^‡,§, Fei-Long Hu^*,†,‡（胡飞龙）, Zheng Niu^*,†（牛政）, Xian-Hong Yin^‡,Qin Huang^‡, Hui-Fang Wang^†, and Jian-Ping Lang^*,†（郎建平）

^† College of Chemistry, Chemical Engineering and Materials Science, Soochow University, Suzhou 215123, People’s Republic of China

^‡ Guangxi Key Laboratory of Chemistry and Engineering of Forest Products, Guangxi University for Nationalities, Nanning 530006, People’s Republic of China

J. Am. Chem. Soc. 2020, 142, 700--704

To obtain a pure product without the isomer byproducts is a goal that many chemists are pursuing. As one kind of very important synthesis method, the photochemical reaction is simple and straightforward yet low-selective. In this work, a coordination interaction-based oriented synthesis strategy has been proposed to realize the precise stereochemical control of the isomeric cyclic compounds in the photocycloaddition reaction. Through fixing the reactants via coordination interactions, the arrangements and configurations of the reactants can be adjusted, thereby successfully producing all of the related photocycloaddition products without isomer byproducts for the first time. This work not only provides a new route to synthesize the pure cyclic compounds but also expands the application of the photocycloaddition reaction.

链接：https://pubs.acs.org/doi/10.1021/jacs.9b12358