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Boat conformation in 2,5-substituted 1,3-dioxanes
- Source :
- Theoretical and Experimental Chemistry. 3:388-391
- Publication Year :
- 1970
- Publisher :
- Springer Science and Business Media LLC, 1970.
-
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.
Details
- ISSN :
- 1573935X and 00405760
- Volume :
- 3
- Database :
- OpenAIRE
- Journal :
- Theoretical and Experimental Chemistry
- Accession number :
- edsair.doi...........3e3c163c528e7d42069b9119776285e2