title: Theoretical and infrared studies on the conformational isomerism of trans-2-bromo-alkoxycyclohexanes.
abstract: The infrared spectra of trans-2-bromo-alkoxycyclohexanes (alcoxy = OMe, OEt, O(i)Pr and O(t)Bu) were obtained for the neat liquid, and the C-Br stretching mode was quantitatively analyzed to give insight about the conformational isomerism of these compounds. Frequency calculations supported the band assignments, and the relative band intensities suggest that the diaxial conformer is prevalent for the methoxy and tert-butoxy derivatives (51 and 56%, respectively), while the diequatorial form is preponderant for the ethoxy and isopropoxy derivatives (76 and 77%, respectively). Therefore, the size of the alkoxy group plays a determinant role in determining the conformational preferences of the title compounds.
authors.affiliation: Department of Chemistry, Federal University of Lavras, CP 3037, 37200-000, Lavras, MG, Brazil.
authors.forename: Josué M
authors.initials: JM
authors.lastname: Silla
authors.forename: Claudimar J
authors.initials: CJ
authors.lastname: Duarte
authors.forename: Matheus P
authors.initials: MP
authors.lastname: Freitas
authors.forename: Teodorico C
authors.initials: TC
authors.lastname: Ramalho
authors.forename: Rodrigo A
authors.initials: RA
authors.lastname: Cormanich
authors.forename: Francisco P
authors.initials: FP
authors.lastname: Santos
authors.forename: Cláudio F
authors.initials: CF
authors.lastname: Tormena
authors.forename: Roberto
authors.initials: R
authors.lastname: Rittner
mesh_terms: D000438:Alcohols / Q000737:chemistry; D017605:Bromine Compounds / Q000737:chemistry*; D003510:Cyclohexanes / Q000737:chemistry*; D007536:Isomerism; D008954:Models, Biological; D008958:Models, Molecular; D008962:Models, Theoretical; D008968:Molecular Conformation; D013055:Spectrophotometry, Infrared; D013237:Stereoisomerism
chemical_list: D000438:Alcohols; D017605:Bromine Compounds; D003510:Cyclohexanes; C059688:alkoxyl radical