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Photodimerization and complexation dynamics of coumarins in the presence of cucurbit[8]urils

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Abstract

Coumarin derivatives with non-polar substituents at the 6 or 7 position undergoes photodimerization in the presence of CB[8] in water to give the syn dimer as the major product. It is postulated that these neutral coumarins form dynamic complexes in the presence of CB[8] and the product selectivity is reflective of the type of complex, available volume in the CB[8] cavity and relative rate of photodimerization inside and outside the CB[8] cavity.

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Authors and Affiliations

  1. Department of Chemistry and Molecular Biology, North Dakota State University, 1231 Albrecht Blvd., Fargo, ND, 58105, USA

    Nilotpal Barooah, Barry C. Pemberton, Alexander C. Johnson & J. Sivaguru

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  1. Nilotpal Barooah
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  2. Barry C. Pemberton
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  3. Alexander C. Johnson
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  4. J. Sivaguru
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Correspondence to J. Sivaguru.

Additional information

This paper was published as part of the themed issue in honour of Nicholas Turro.

Electronic supplementary information (ESI) available: Experimental procedures, Irradiation procedures, characterization and identification of host-guest complex,NMRspectra of photoproducts, optimized geometric parameters. See DOI: 10.1039/b814230k

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Barooah, N., Pemberton, B.C., Johnson, A.C. et al. Photodimerization and complexation dynamics of coumarins in the presence of cucurbit[8]urils. Photochem Photobiol Sci 7, 1473–1479 (2008). https://doi.org/10.1039/b814230k

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  • DOI: https://doi.org/10.1039/b814230k

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