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

Sundararajan Uppili; Shinsuke Takagi; R.B Sunoj; P Lakshminarasimhan; J Chandrasekhar; V Ramamurthy

doi:10.1016/S0040-4039(01)00100-9

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

Journal article

Peer reviewed

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

Sundararajan Uppili, Shinsuke Takagi, R.B Sunoj, P Lakshminarasimhan, J Chandrasekhar and V Ramamurthy

Tetrahedron letters, Vol.42(11), pp.2079-2083

2001

DOI: https://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. Graphic

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Collaboration types: Domestic collaboration; International collaboration
Citation topics: 2 Chemistry; 2.59 Pigments, Sensors & Probes; 2.59.290 bpy
Web Of Science research areas: Chemistry, Organic
ESI research areas: Chemistry

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Details

Title: Controlling the reactive state through cation binding: photochemistry of enones within zeolites
Creators: Sundararajan Uppili - Department of Chemistry, Tulane University, New Orleans, LA 70118, USA
Shinsuke Takagi - Department of Chemistry, Tulane University, New Orleans, LA 70118, USA
R.B Sunoj - Department of Organic Chemistry, Indian Institute of Science, Bangalore 560012, India
P Lakshminarasimhan - Department of Chemistry, Tulane University, New Orleans, LA 70118, USA
J Chandrasekhar - Department of Organic Chemistry, Indian Institute of Science, Bangalore 560012, India
V Ramamurthy - Department of Chemistry, Tulane University, New Orleans, LA 70118, USA
Publication Details: Tetrahedron letters, Vol.42(11), pp.2079-2083
Publisher: Elsevier Ltd
Academic Unit: College of A&S; A&S - Chemistry
Language: English
Resource Type: Journal article
Record Identifier: 991031600751702976