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Theoretical Aspects of Thioamides

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Chemistry of Thioamides

Abstract

Quantum chemical calculations can afford valuable information to understand the chemical processes and the structural features of chemical species. This tool has become very informative, and several aspects can be discussed on the thioamides under a theoretical point of view such as the effects of structure in their planarity and some cases with derivations of that planarity, C–N bond rotation in comparison to the related amides and selenoamides and implications in the transition state, and the influence of the solvent or the influence of remote substituents. This review will deal as well with isomerization processes such as tautomerization or rotation of N-bonded methyl groups. Some aspects of reactivity of thioamides such as the bond-dissociation enthalpy (BDE) or their behavior as radical scavengers are discussed as well. Some comments on the theoretical aspects of thiopeptides are briefly analyzed.

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Acknowledgements

We gratefully acknowledge financial support from the Ministerio de Economía y Competitividad, Spain, and Fondo Europeo de Desarrollo Regional (FEDER) (Project CTQ2015-71353-R) and Junta de Castilla y León, Consejería de Educación y Cultura y Fondo Social Europeo (Project BU263P18).

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Authors and Affiliations

  1. Department of Chemistry, University of Burgos, 09001, Burgos, Spain

    José V. Cuevas, José García-Calvo, Víctor García-Calvo, Gabriel García-Herbosa & Tomás Torroba

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  1. José V. Cuevas
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  2. José García-Calvo
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  3. Víctor García-Calvo
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  4. Gabriel García-Herbosa
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  5. Tomás Torroba
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Correspondence to José V. Cuevas or Tomás Torroba .

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  1. Gifu University, Gifu, Japan

    Toshiaki Murai

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Cuevas, J.V., García-Calvo, J., García-Calvo, V., García-Herbosa, G., Torroba, T. (2019). Theoretical Aspects of Thioamides. In: Murai, T. (eds) Chemistry of Thioamides. Springer, Singapore. https://doi.org/10.1007/978-981-13-7828-7_2

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