439107-56-9Relevant academic research and scientific papers
Role of anions in the synthesis of cyclobutane derivatives via [2 + 2] cycloaddition reaction in the solid state and their isomerization in solution
Kole, Goutam Kumar,Tan, Geok Kheng,Vittal, Jagadese J.
, p. 7860 - 7865 (2011)
Trans-3-(4′-Pyridyl)acrylic acid (4-PA) is inert to photodimerization reaction both in solution and solid state. It is made photoreactive by forming salts with various acids. The anions of these salts play a key role in directing the packing of 4-PAH+ in the solid state. The anions CF 3CO2-, Cl-, ClO4 -, and BF4- direct the parallel alignments of 4-PAH+ in head-totail (HT) fashion and lead to the formation of HT-photodimer. On the other hand, bivalent anion SO42- directs parallel alignment of 4-PAH+ in head-to-head (HH) fashion and lead to the formation of HH-photodimer. The details of the anioncontrolled stereoselective syntheses of these two cyclobutane derivatives are presented. Interestingly, both cyclobutane compounds undergo isomerization from rctt-form to rctc-form in solution catalyzed by acid. (Figure presented)
Anion-controlled stereoselective synthesis of cyclobutane derivatives by solid-state [2 + 2] cycloaddition reaction of the salts of trans-3-(4-Pyridyl) acrylic acid
Kole, Goutam Kumar,Tan, Geok Kheng,Vittal, Jagadese J.
, p. 128 - 131 (2010)
Chemical Equation Presented 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-tail 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.
