An Ab Initio SCF-MO Study of Conformational Properties of Cyclodeca-1,2,3-triene

Document Type : Research Paper

Authors

Not-mentioned

Abstract

Ab initio calculation at HF/6-31G* level of theory for geometry optimization and MP2/6-
31G*//HF/6-31G* for a single point total energy calculation are reported for the important energyminimum
conformations and transition-state geometries of of cyclodeca-1,2,3-triene (1). The most
favorable conformation of 1 is a unsymmetrical twist-chair (1-TC) structure. Degenerate
interconversion of 1-TC with itself can take place via Cs symmetric half-chair (1-HC, Cs). The
calculated energy barrier for this processes is 30.3 kJ mol-1, respectively. The twist (1-Twist)
conformation of the 1, with C2 symmetry, is calculated to be more unstable than the twist-chair
(1-TC, C1) geometry by 12.4 kJ mol-1. Interconversion between 1-TC and 1-Twist conformations
takes place via the unsymmetrical transition state, which is 50.3 kJ mol-1 above 1-TC form. The
boat (C1) geometry of 1 is higher in energy by 19.1 kJ mol-1, respectively. Ring inversion in twistchair
and boat conformations takes place via C2 symmetric 1-TB (1-HC, C2) form and requires
65.6 kJ mol-1.

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