Nowacki, Andrzej; Liberek, Beata published the artcile< Comparative conformational studies of 3,4,6-tri-O-acetyl-1,5-anhydro-2-deoxyhex-1-enitols at the DFT level>, Product Details of C12H16O7, the main research area is conformation triacetylanhydro deoxyhexenitols DFT calculation; Allylic effect; B3LYP; Conformation; Glycal; M06鈥?X; Quasi 1,3-diaxial interactions; Vinylogous anomeric effect.
B3LYP and M06-2X optimization and MP2 single point calculations are reported for the 4H5 and 5H4 conformations of 3,4,6-tri-O-acetyl-D-allal, 3,4,6-tri-O-acetyl-D-galactal, 3,4,6-tri-O-acetyl-D-glucal, and 3,4,6-tri-O-acetyl-D-gulal. Significant discrepancies in predictions of relative energies and conformers’ population for B3LYP and M06-2X optimized geometries are observed Generally, B3LYP overestimates the conformers’ energies with respect to MP2, whereas M06-2X slightly underestimates the conformers’ energies. B3LYP failed to estimate the 4H5鈬?H4 conformational equilibrium for 3,4,6-tri-O-acetyl-D-galactal and 3,4,6-tri-O-acetyl-D-glucal. The M06-2X functional showed good agreement with exptl. results for all glycals studied. The 4H5鈬?H4 conformational equilibrium for 3,4,6-tri-O-acetyl-D-allal and 3,4,6-tri-O-acetyl-D-gulal is governed by the vinylogous anomeric effect (VAE), whereas competition between the VAE and quasi 1,3-diaxial interactions influence this equilibrium for 3,4,6-tri-O-acetyl-D-galactal and 3,4,6-tri-O-acetyl-D-glucal. The orientation of the 4-OAc group influences the strength of the quasi 1,3-diaxial interactions between the 3-OAc and 5-CH2OAc groups. AIM anal. shows weak bonding interaction between the 3-OAc and 5-CH2OAc groups.
Carbohydrate Research published new progress about Conformational free energy. 4098-06-0 belongs to class esters-buliding-blocks, and the molecular formula is C12H16O7, Product Details of C12H16O7.
Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics