CHARACTERIZING THE GAS-PHASE HETERODIMERS OF THE CHIRAL TAGGING CANDIDATES TRANS-1,3,3,3-TETRAFLUORO-1,2-EPOXYPROPANE AND 3,3,3-TRIFLUORO-1,2-EPOXYPROPANE BY QUANTUM CHEMISTRY AND MICROWAVE SPECTROSCOPY

Marshall, Mark D.

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https://hdl.handle.net/2142/122560 Copy

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Title

CHARACTERIZING THE GAS-PHASE HETERODIMERS OF THE CHIRAL TAGGING CANDIDATES TRANS-1,3,3,3-TETRAFLUORO-1,2-EPOXYPROPANE AND 3,3,3-TRIFLUORO-1,2-EPOXYPROPANE BY QUANTUM CHEMISTRY AND MICROWAVE SPECTROSCOPY

Author(s)

Marshall, Mark D.

Contributor(s)

• Aucoin, Jordan M.
• Leung, Helen O.

Issue Date

2023-06-21

Keyword(s)

Structure determination

Abstract

As part of our efforts in evaluating substituted oxiranes for use as potential chiral tags for the conversion of enantiomeric molecules into spectroscopically distinct diastereomeric complexes for chiral analysis, we examine the gas-phase heterodimers formed between two such species using quantum chemistry and microwave spectroscopy. The lowest energy isomers of the various diastereomers of 3,3,3-trifluoro-1,2-epoxypropane–trans-1,3,3,3-tetrafluoro-1,2-epoxypropane are predicted to share structural features with the previously characterized 3,3,3-trifluoro-1,2-epoxypropane homodimers. Like the homodimers, the diastereomeric heterodimers have significantly different rotational constants, and thus, easily distinguishable microwave spectra. The spectrum of (S)-3,3,3-trifluoro-1,2-epoxypropane–(1R, 2S)-trans-1,3,3,3-tetrafluoro-1,2-epoxypropane and its enantiomer has been obtained and analyzed to be consistent with the quantum chemistry predictions. Despite being predicted at a lower energy, the search for the spectrum of (S)-3,3,3-trifluoro-1,2-epoxypropane–(1S, 2R)-trans-1,3,3,3-tetrafluoro-1,2-epoxypropane and its enantiomer is ongoing.

Publisher

International Symposium on Molecular Spectroscopy

Type of Resource

Text

Language

eng

Handle URL

https://hdl.handle.net/2142/122560

DOI

https://doi.org/10.15278/isms.2023.7045

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