Effects of chirality in homodimers of 3,3,3-trifluoro-1,2-epoxypropane

Marshall, Mark D.

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https://hdl.handle.net/2142/100510 Copy

Description

Title

Effects of chirality in homodimers of 3,3,3-trifluoro-1,2-epoxypropane

Author(s)

Marshall, Mark D.

Contributor(s)

• Jäger, Wolfgang
• Xu, Yunjie
• Seifert, Nathan A.
• Leung, Helen O.

Issue Date

2018-06-19

Keyword(s)

Chirality and stereochemistry

Date of Ingest

• 2018-08-17T16:09:02Z
• 2018-12-12T22:38:38Z

Abstract

We are investigating the suitability of 3,3,3-trifluoro-1,2-epoxypropane [2-(trifluoromethyl)-oxirane, or TFO] as a tag for chiral analysis through conversion of enantiomers into structurally distinct diastereomers via the formation of non-covalently bound heterodimers. This method can determine the absolute stereochemistry and enantiomeric composition of an analyte and shows promise for great impact in analytical chemistry. Using density functional theory, we examine the possible conformations of both homochiral (RR or SS) and heterochiral (RS or SR) homodimers of TFO to guide the search for the microwave spectra of these species. Several conformers are found for each, but the lowest energy heterochiral TFO dimer is a microwave silent one with an inversion center. However, a spectrum is observed that can be assigned to the lowest energy geometry of the homochiral TFO dimer.

Publisher

International Symposium on Molecular Spectroscopy

Type of Resource

text

Genre of Resource

Conference Paper / Presentation

Language

eng

Permalink

http://hdl.handle.net/2142/100510

DOI

10.15278/isms.2018.TC04

Copyright and License Information

Copyright 2018 Mark D. Marshall

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