Theoretical studies on the tautomerism of tetrazole selenone

Research output: Contribution to journalJournal article – Annual report year: 2013Researchpeer-review

Without internal affiliation

  • Author: Chermhini, Alireza Najafi

    Isfahan University of Technology, Iran, Islamic Republic of

  • Author: Abedi, Mostafa

    Isfahan University of Technology

  • Author: Farrokhpour, Hossein

    Isfahan University of Technology, Iran, Islamic Republic of

  • Author: Teimouri, Abbas

    Payame Noor University, Iran, Islamic Republic of

  • Author: Reisi, Bahareh

    Yasouj University, Iran, Islamic Republic of

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The tautomerism of all possible forms of tetrazole selenone (A-G), induced by proton transfer, was studied, theoretically, in different environments including gas phase, continuum solvent and microsolvated environment with one or two explicit water or ammonia molecules. The calculations were performed using two different levels of theory including mPW2PLYP and DFT-B3LYP. The 6-311++G(d,p) basis set was used for C, H, O and N and the standard relativistic effective core pseudo potential LANL2DZ basis set was used for Se atom. It was found that the tetrazole selenone, in the form of A, is the most stable isomer in all of the environments considered in this work. The kinetics of proton transfer reaction was studied in both gas and solvent environments and it was concluded that the activation energy of the reaction increases with going from the gas phase to polar solvents. Moreover, the proton transfer reaction assisted by one or two water or ammonia molecules was investigated and it was found that the activation energy significantly reduces.
Original languageEnglish
JournalJournal of Molecular Modeling
Volume19
Issue number10
Pages (from-to)4377-4386
Number of pages10
ISSN1610-2940
DOIs
Publication statusPublished - 2013
Externally publishedYes
CitationsWeb of Science® Times Cited: No match on DOI

    Research areas

  • Imidazole selenone, Microsolvation, mPW2PLYP, Solvent effect, Tautomerism

ID: 122947043