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Phototautomerism of Isocytosine in a Water Medium: Theoretical and Experimental Study

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Abstract

We have carried out a combined theoretical (at the TDDFT BLYP/6-311++G** level of theory) and experimental study of the mechanism of phototautmerization of the N(3)H oxo tautomer of isocytosine dissolved in a water medium. The study reveals that this photoreaction occurs along the 1πσ* excited-state reaction paths of the oxo and hydroxy tautomers of the compound through conical intersections S0/S1. The last strucutres are located at the CASSCF level for both tautomers.

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Authors and Affiliations

  1. Faculty of Chemistry, University of Plovdiv “Paisii Hilendarski”, Plovdiv, Bulgaria

    B. H. Dimitrov, R. I. Bakalska & V. B. Delchev

Authors
  1. B. H. Dimitrov
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  2. R. I. Bakalska
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  3. V. B. Delchev
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Correspondence to V. B. Delchev.

Additional information

Text © The Author(s), 2019, published in Zhurnal Strukturnoi Khimii, 2019, Vol. 60, No. 6, pp. 937–947.

Funding

The authors acknowledge the Scientific Research Fund at the University of Plovdiv for the financial support (project No FP17-HF-013) of the activities connected with the dissemination of the results. We are also grateful to Prof. Petko Ivanov (Institute of Organic Chemistry BAS) for the given possibility to use the MADARA cluster resources (project No RNF01/0110) for the GAMESS-US computations.

Conflict of Interests

The authors declare that they have no conflict of interests.

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Dimitrov, B.H., Bakalska, R.I. & Delchev, V.B. Phototautomerism of Isocytosine in a Water Medium: Theoretical and Experimental Study. J Struct Chem 60, 898–908 (2019). https://doi.org/10.1134/S0022476619060040

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  • DOI: https://doi.org/10.1134/S0022476619060040

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