Rapid determination of enantiomeric excess via NMR spectroscopy: A research-informed experiment

John S. Fossey; Eric V. Anslyn; William D.G. Brittain; Steven D. Bull; Brette M. Chapin; Cécile S. Le Duff; Tony D. James; Glenn Lees; Stephanie Lim; Jennifer A.C. Lloyd; Charles V. Manville; Daniel T. Payne; Kimberley A. Roper

doi:10.1021/acs.jchemed.6b00355

Rapid determination of enantiomeric excess via NMR spectroscopy: A research-informed experiment

John S. Fossey, Eric V. Anslyn, William D.G. Brittain, Steven D. Bull, Brette M. Chapin, Cécile S. Le Duff, Tony D. James, Glenn Lees, Stephanie Lim, Jennifer A.C. Lloyd, Charles V. Manville, Daniel T. Payne, Kimberley A. Roper

Research output: Contribution to journal › Article › peer-review

22 Citations (SciVal)

Abstract

An undergraduate chemistry experiment that draws from primary research is described. The experiment exploits chiral supramolecular assemblies for the determination of enantiomeric excess by ¹H NMR spectroscopy. This report describes the delivery of the experiment to a cohort of students, and as a result of feedback from those involved, an optimized protocol is presented. Particular care has been taken to facilitate ready adoption in other institutions by providing comprehensive teaching support materials as well as technical guidance for supporting the experiment.

Original language	English
Pages (from-to)	79-84
Number of pages	6
Journal	Journal of Chemical Education
Volume	94
Issue number	1
DOIs	https://doi.org/10.1021/acs.jchemed.6b00355
Publication status	Published - 10 Jan 2017

Keywords

Analytical chemistry
Chirality/optical activity
Computer-based learning
Enantiomers
Hands-on learning/manipulatives
Laboratory instruction
NMR spectroscopy
Organic chemistry
Second-year undergraduate
Stereochemistry

ASJC Scopus subject areas

General Chemistry
Education

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Fossey, J. S., Anslyn, E. V., Brittain, W. D. G., Bull, S. D., Chapin, B. M., Le Duff, C. S., James, T. D., Lees, G., Lim, S., Lloyd, J. A. C., Manville, C. V., Payne, D. T., & Roper, K. A. (2017). Rapid determination of enantiomeric excess via NMR spectroscopy: A research-informed experiment. Journal of Chemical Education, 94(1), 79-84. https://doi.org/10.1021/acs.jchemed.6b00355

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abstract = "An undergraduate chemistry experiment that draws from primary research is described. The experiment exploits chiral supramolecular assemblies for the determination of enantiomeric excess by 1H NMR spectroscopy. This report describes the delivery of the experiment to a cohort of students, and as a result of feedback from those involved, an optimized protocol is presented. Particular care has been taken to facilitate ready adoption in other institutions by providing comprehensive teaching support materials as well as technical guidance for supporting the experiment.",

keywords = "Analytical chemistry, Chirality/optical activity, Computer-based learning, Enantiomers, Hands-on learning/manipulatives, Laboratory instruction, NMR spectroscopy, Organic chemistry, Second-year undergraduate, Stereochemistry",

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AU - Fossey, John S.

AU - Anslyn, Eric V.

AU - Brittain, William D.G.

AU - Bull, Steven D.

AU - Chapin, Brette M.

AU - Le Duff, Cécile S.

AU - James, Tony D.

AU - Lees, Glenn

AU - Lim, Stephanie

AU - Lloyd, Jennifer A.C.

AU - Manville, Charles V.

AU - Payne, Daniel T.

AU - Roper, Kimberley A.

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AB - An undergraduate chemistry experiment that draws from primary research is described. The experiment exploits chiral supramolecular assemblies for the determination of enantiomeric excess by 1H NMR spectroscopy. This report describes the delivery of the experiment to a cohort of students, and as a result of feedback from those involved, an optimized protocol is presented. Particular care has been taken to facilitate ready adoption in other institutions by providing comprehensive teaching support materials as well as technical guidance for supporting the experiment.

KW - Analytical chemistry

KW - Chirality/optical activity

KW - Computer-based learning

KW - Enantiomers

KW - Hands-on learning/manipulatives

KW - Laboratory instruction

KW - NMR spectroscopy

KW - Organic chemistry

KW - Second-year undergraduate

KW - Stereochemistry

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Rapid determination of enantiomeric excess via NMR spectroscopy: A research-informed experiment

Abstract

Keywords

ASJC Scopus subject areas

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