Controlling the reactive state through cation binding: photochemistry of enones within zeolites

Uppili, Sundararajan ; Takagi, Shinsuke ; Sunoj, R. B. ; Lakshminarasimhan, P. ; Chandrasekhar, J. ; Ramamurthy, V. (2001) Controlling the reactive state through cation binding: photochemistry of enones within zeolites Tetrahedron Letters, 42 (11). pp. 2079-2083. ISSN 0040-4039

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Official URL: http://linkinghub.elsevier.com/retrieve/pii/S00404...

Related URL: http://dx.doi.org/10.1016/S0040-4039(01)00100-9

Abstract

The nature of the lowest triplet state of enones is altered by the cations present within Y zeolites. Alkali metal ions, such as Li+, are predicted to interact with the carbonyl unit of enones in a collinear fashion and significantly lower both the p-type n and π-2 orbitals. Excited state energies, estimated at the CIS(D)/6-31+G level, show that the lowest triplet is n-π in character for the enones, but switch to π-π on coordination with Li+. Observed product distribution within zeolite is consistent with this theoretical prediction.

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