Vibrational circular dichroism in the carbon-hydrogen and carbon-deuterium stretching modes of (S,S)-(2,3-/sup 2/H/sub 2/)oxirane

Journal Article · Wed Jul 22 00:00:00 EDT 1987 · J. Am. Chem. Soc.; (United States)

DOI:https://doi.org/10.1021/ja00249a049· OSTI ID:6085992

Freedman, T B; Paterlini, M G; Lee, N; Nafie, L A

The authors report vibrational circular dichroism (VCD) spectra of (S,S)-(2,3-/sup 2/H/sub 2/)oxirane in the carbon-hydrogen and carbon-deuterium stretching regions. Three- and four-membered chiral ring molecules have been the focus of several previous VCD studies owing to their conformational rigidity, low molecular weight, and the relative simplicity of their vibrational spectra. The chiral oxirane featured in this study is the smallest and simplest molecule for which VCD has been observed to date. The observed VCD spectra are correspondingly simple, consisting of a bisignate couplet in each spectral region corresponding to the in-phase and out-of-phase hydrogen, or deuterium, stretching modes. The general features of the couplets are readily interpreted in terms of the coupled oscillator and rig current intensity mechanisms as well as theoretical vibronic coupling calculations. The significance of the reported VCD spectra is that they provide the experimental basis for comparison to the results of the most sophisticated theoretical calculations which can be performed for a molecule as large as oxirane.

• Research Organization: Syracuse Univ., NY
• OSTI ID: 6085992
• Journal Information: J. Am. Chem. Soc.; (United States), Journal Name: J. Am. Chem. Soc.; (United States) Vol. 109:15; ISSN JACSA
• Country of Publication: United States
• Language: English

Related Subjects

37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY
400201* -- Chemical & Physicochemical Properties
ABSORPTION SPECTROSCOPY
DATA
DEUTERIUM COMPOUNDS
DICHROISM
ENERGY LEVELS
EPOXIDES
EXCITED STATES
EXPERIMENTAL DATA
HYDROGEN COMPOUNDS
INFORMATION
NORMAL-MODE ANALYSIS
NUMERICAL DATA
ORGANIC COMPOUNDS
ORGANIC OXYGEN COMPOUNDS
SPECTROSCOPY
VIBRATIONAL STATES