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Theoretical studies of parent 1-, 2-, 3-pyrazolines and their methylated derivatives

Abstract

A theoretical study of the minima of 1-, 2-, and 3-pyrazolines as well as some methyl derivatives was performed using B3LYP/6-311++G(d,p) and CCSD(T) calculations. Conformation, tautomerism, basicity, protonation as well as NMR properties have been computationally studied. In general, the agreement with the available experimental results is excellent, highlighting the predictive potential of this type of study in the consideration of new compounds.

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Acknowledgments

This study was carried out with financial support from the Ministerio de Educación y Ciencia (Project No. CTQ2009-13129-C02-02–Grant BES-2010-031225) and Comunidad Autónoma de Madrid (Project MADRISOLAR, ref. S2009/PPQ-1533). FB thanks the support of the European Commission (Marie-Curie Grant, People FP7, Project Reference: 274988). Thanks are given to the Ireland’s High-Performance Computing Centre (ICHEC) for allocation of computer time. We would very much like to thank Dr Martin Peters for his assistance and Dr Goar Sánchez-Sanz for helping us with Fig. 9.

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Correspondence to Fernando Blanco.

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Blanco, F., Lloyd, D.G., Azofra, L.M. et al. Theoretical studies of parent 1-, 2-, 3-pyrazolines and their methylated derivatives. Struct Chem 24, 421–432 (2013). https://doi.org/10.1007/s11224-012-0091-2

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Keywords

  • Pyrazolines
  • Dihydropyrazoles
  • DFT calculations
  • Conformation
  • NMR
  • Protonation