Anion-Controlled Stereoselective Synthesis of Cyclobutane Derivatives by Solid-State [2+2] Cycloaddition Reaction of the Salts of trans-3-(4-Pyridyl) Acrylic Acid

被引:87
作者
Kole, Goutam Kumar [1 ]
Tan, Geok Kheng [1 ]
Vittal, Jagadese J. [1 ]
机构
[1] Natl Univ Singapore, Dept Chem, Singapore 117543, Singapore
关键词
TRANS-CINNAMIC ACID; SINGLE-CRYSTAL; PHOTODIMERIZATION REACTION; COORDINATION POLYMER; PHOTOCHEMISTRY; PHOTOCYCLOADDITION; ZEOLITE; COMPLEX;
D O I
10.1021/ol9025233
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Two stereoisomers of cyclobutane derivatives with pyridyl and carboxylic acid functionalities have been stereoselectively synthesized by a solid-state photochemical [2 + 2] cycloaddition reaction in quantitative yields. The head-to-head and head-to-tall parallel orientations of the monomers, required to obtain these two isomers, have been controlled by the anions present in the salts. The photoinert behavior of these salts in solution signifies the importance of the solid-state synthesis of these cyclobutane derivatives.
引用
收藏
页码:128 / 131
页数:4
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