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Proton transfer in C-halogen pyrazole cyclamers. A theoretical study

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Abstract

Four monomers and twelve pyrazole cyclamers unsubstituted or bearing fluoro, chloro, or bromo substituents at positions 3 and 5 have been studied at the B3LYP/6-31+G** theoretical level. Two mechanisms of proton transfer, stepwise and synchronous, have been studied for dimers, trimers, and tetramers. Even though some values of the barriers have not been determined, the set of values of energies and geometries provide useful insights about the dynamics of NH-pyrazoles in the solid state.

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Acknowledgments

This work was carried out with financial support from the Ministerio de Educación y Ciencia (Project No. CTQ2006-14487-C02-01/BQU) and Comunidad Autonoma de Madrid (Project MADRISOLAR, ref. S-0505/PPQ/0225). Thanks are given to the CTI (CSIC) for allocation of computer time.

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  1. Instituto de Química Médica (C.S.I.C.), Juan de la Cierva, 3, Madrid, 28006, Spain

    Ibon Alkorta, Fernando Blanco & José Elguero

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  1. Ibon Alkorta
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  2. Fernando Blanco
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  3. José Elguero
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Correspondence to Ibon Alkorta.

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Alkorta, I., Blanco, F. & Elguero, J. Proton transfer in C-halogen pyrazole cyclamers. A theoretical study. Struct Chem 19, 191–198 (2008). https://doi.org/10.1007/s11224-007-9271-x

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