Bulletin of the Korean Chemical Society

Korean Chemical Society (대한화학회)
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Intramolecular Photocycloaddition of 3-(3-Butenyl)cycloher-2-enone and 3-(2-Propenoxy)cyclohex-2-enone in Zeolites

  • Published : 1999.01.20
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Abstract

The effects of zeolites on the intramolecular [2+2] photocycloadditions of 3-(3-butenyl)cyclohex-2-enone (la) and 3-(2-propenoxy)cyclohex-2-enone (lb) were investigated. When la adsorbed in cation-exchanged zeolites X and Y was irradiated through a Pyrex filter, the products from the 1,6-ring closure biradical increased compared to the results from the photoreaction in homogeneous solutions. In the intramolecular 1,5-ring closure photocycloaddition of la and lb, the products from the cis-fused intermediates increased in zeolites X and Y. The regiochemical and stereochemical outcomes of the photocycloadditions in the zeolites were interpreted by the binding of the guest molecules with the cations in the supercages.

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