1. Boat conformation in 2,5-substituted 1,3-dioxanes
- Author
-
R. P. Arshinova and L. K. Yuldasheva
- Subjects
Dipole ,Crystallography ,Electron pair ,Oxygen atom ,Group (periodic table) ,Chemistry ,Computational chemistry ,Cyclohexane conformation ,General Chemistry ,Hydrogen atom ,Ring (chemistry) - Abstract
The calculation of the energy equilibrium according to Pitzer between the chair and boat conformations in 2,5-substituted 1,3-dioxanes is presented, as well as the energies of the electrostatic dipole interactions. It is shown that the unsymmetrical boat conformation is stabilized in 2,5-dialkyl- and in 2,2-dimethyl-5-alkyl-5-α-alkoxyalkyl-1,3-dioxanes because of the presence of hetero atoms in the ring, because of the introduction of substituents in the 2 and 5 positions, and because of the interaction between the hybridized, unshared electron pairs of the oxygen atom at the apex of the boat with the hydrogen atom of the CH2 group.
- Published
- 1970