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Acc Chem Res. 2003 Jan;36(1):39-47. doi: 10.1021/ar010141l.

Supramolecular systems as microreactors: control of product selectivity in organic phototransformation.

Accounts of chemical research

Chen-Ho Tung, Li-Zhu Wu, Li-Ping Zhang, Bin Chen

Affiliations

  1. Technical Institute of Physics and Chemistry, The Chinese Academy of Sciences, Beijing 100101, China. [email protected]

PMID: 12534303 DOI: 10.1021/ar010141l

Abstract

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.

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