A Three-Dimensional Energy Surface for the Conformational Inversion of Cyclohexane
Nicholas Leventis*, Samir B. Hanna, Chariklia Sotiriou-Leventis
Department of Chemistry, University of Missouri-Rolla, 142 Schrenk Hall, Rolla, MO 65409
While it is well known that chair forms of cyclohexane can interconvert without passing through the boat conformation, the same statement frequently comprises a source of confusion regarding the location of the boat conformation on the energy surface of the conformational inversion of cyclohexane. To alleviate this problem, a novel three-dimensional energy diagram has been introduced showing explicitly how the chair forms of cyclohexane interconvert through twist conformations along a first reaction coordinate that coincides with the x direction of a Cartesian system of coordinates, while simultaneously the twist conformations have the potential to interconvert through boat conformation transition states (pseudorotation) along a second reaction coordinate that coincides with the y direction of the same system of coordinates.
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Citation
Leventis, Nicholas; Hanna , Samir B. ; Sotiriou-Leventis, Chariklia . J. Chem. Educ.1997 74 813.
Keywords
Organic Chemistry, Teaching/Learning Theory/Practice, Chemical Education Research, Mechanisms, Stereochemistry
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