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A theoretical study of substituent effects on tautomerism of 2-hydroxybenzimidazoles

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Abstract

The geometries, relative stabilities of some 4(7) and 5(6) substituted 2-hydroxybenzimidazole derivatives were calculated with full geometry optimization using AM1 and PM3 in aqueous phase. With the exception of molecules 4, 6 and 7 for all the 4(7) and 5(6) substituted 2-hydroxybenzimidazole derivatives the 3H and keto forms were found to be favored.

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Authors and Affiliations

  1. Faculty of Science and Arts, Chemistry Department, Osmangazi University, Eskisehir, Turkey

    Cemil Öğretir, Selma Yarlıgan, Taner Arslan & Seda Topal

  2. Faculty of Science, Chemistry Department, Anadolu University, Eskisehir, Turkey

    Halil Berber

Authors
  1. Cemil Öğretir
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  2. Selma Yarlıgan
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  3. Halil Berber
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  4. Taner Arslan
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  5. Seda Topal
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Correspondence to Cemil Öğretir.

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Öğretir, C., Yarlıgan, S., Berber, H. et al. A theoretical study of substituent effects on tautomerism of 2-hydroxybenzimidazoles. J Mol Model 9, 390–394 (2003). https://doi.org/10.1007/s00894-003-0150-0

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  • DOI: https://doi.org/10.1007/s00894-003-0150-0

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