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Unusual Properties of Usual Molecules. Conformational Analysis of Cyclohexene, Its Derivatives and Heterocyclic Analogues

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Practical Aspects of Computational Chemistry I

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Abstract

Cyclohexene, its derivatives and heterocyclic analogues usually are considered as well-investigated molecules especially from viewpoint of their molecular structure and conformational properties. However, close inspection of published data indicates that this is wrong opinion. Detailed analysis of conformational characteristics of tetrahydroaromatic rings revealed that these usual molecules possess some very unusual properties. This especially concerns ring inversion process. In many cases potential energy surface has very flattened character in the area of saddle point including also some additional minima. Both π–π conjugation and n–σ and π–σ hyperconjugation interactions significantly influence conformational properties of ring. All these questions are considered in chapter.

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Authors and Affiliations

  1. Division of Functional Materials Chemistry, SSI “Institute for Single Crystals”, National Academy of Science of Ukraine, 60 Lenina ave, Kharkiv, 61001, Ukraine

    Oleg V. Shishkin & Svitlana V. Shishkina

Authors
  1. Oleg V. Shishkin
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  2. Svitlana V. Shishkina
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Correspondence to Oleg V. Shishkin .

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Editors and Affiliations

  1. Department of Chemistry, Jackson State University, 17910, P.O. Box 17910, 1400 Lynch St., Jackson, 39217, Mississippi, USA

    Jerzy Leszczynski

  2. Dept. Chemistry, Jackson State University, J. R. Lynch St. 1325, Jackson, 39217, Mississippi, USA

    Manoj K. K. Shukla

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Shishkin, O.V., Shishkina, S.V. (2011). Unusual Properties of Usual Molecules. Conformational Analysis of Cyclohexene, Its Derivatives and Heterocyclic Analogues. In: Leszczynski, J., Shukla, M.K. (eds) Practical Aspects of Computational Chemistry I. Springer, Dordrecht. https://doi.org/10.1007/978-94-007-0919-5_19

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