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Title: The role of deuterium in optical activity: The CD spectrum of (S,S)-dideuteriooxirane

Journal Article · · Journal of the American Chemical Society
; ;  [1]
  1. Purdue Univ., West Lafayette, IN (United States); and others

The circular dichroism of (S,S)-[2,3-{sup 2}H{sub 2}]oxirane has been investigated in the gas phase over the 1800-1500-{angstrom} region. While the absorption spectrum reveals only two allowed transitions, the circular dichroism (CD) spectrum shows a third transition which is magnetic dipole allowed and electric dipole forbidden. The CD sign of the first excited state complies with a quadrant rule which was formulated for the oxirane chromophore. This consignate behavior is contrary to the role of deuterium in carbonyl compounds, where an antioctant behavior is observed. The signs of the CD signals of the first excited state for oxiranes with methyl or deuterium substituents located in the same quadrant are the same, in contrast to the antioctant behavior of deuterium in carbonyls. This leaves the chirality rule formulated for substituted oxiranes without any exceptions. 33 refs., 1 fig.

OSTI ID:
229932
Journal Information:
Journal of the American Chemical Society, Vol. 114, Issue 14; Other Information: PBD: 1 Jul 1992
Country of Publication:
United States
Language:
English

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