Ab initio investigation of conformation-transmission effects in 4,4-dimethylandrostan-3-one
by Ramek, M.; Kelterer, A. M.; Newton, S. Q.; vanAlsenoy, C.; Schafer, L.
The chair-boat interconversion of 2,2,4-trimethylcyclohexanone (TMC) has been studied by 4-21G ab initio calculations of the isolated compound, and of the compound as the A-ring in the larger systems 1,5,5-trimethylbicyclo[4.4.0]decan-4-one (TMD) and 4,3-dimethylandrostan-3-one (DMA). The chair-boat energy differences are 11.2, 5.9, and 3.2 kJ mol(-1) for TMC, TMD, and DMA, respectively, indicating conformation-transmission effects on the A ring by factors which originate from the C- and D-rings of the steroid. The results are compared to those of empirical methods with various force fields.
- Journal
- Journal of Molecular Structure-Theochem
- Volume
- 389
- Issue
- 3
- Year
- 1997
- Start Page
- 241-250
- URL
- https://dx.doi.org/10.1016/s0166-1280(96)04744-6
- ISBN/ISSN
- 0166-1280
- DOI
- 10.1016/s0166-1280(96)04744-6