Supramolecular systems as microreactors: control of product selectivity in organic phototransformation.
This Account reviews the developments in microreactor-controlled selectivity in organic phototransformation. Photocycloaddition of alpha,omega-diaryl compounds with long flexible chains within Y-type zeolite and low-density polyethylene films leads to formation of intramolecular cyclomers to the exclusion of intermolecular products. ZSM-5 zeolite, Nafion membranes, and vesicles as hosts direct photosensitized oxidation of alkenes selectively toward either the energy-transfer-mediated or the electron-transfer-mediated products. Zeolites, Nafion membranes, and microemulsions as microreactors remarkably control chemo-, regio-, and stereoselectivity in the photochemical reaction of phenyl phenylacetates, photocycloaddition of anthracenes, and photocyclization of azobenzene and stilbazole.
Tung
Chen-Ho
CH
Technical Institute of Physics and Chemistry, The Chinese Academy of Sciences, Beijing 100101, China. chtung@ipc.ac.cn
Wu
Li-Zhu
LZ
Zhang
Li-Ping
LP
Chen
Bin
B