A Simple ¹³C NMR Method for the Discrimination of Complex Mixtures of Stereoisomers: All Eight Stereoisomers of α-Tocopherol Resolved.

Abstract:

:A simple one-dimensional (13)C NMR method is presented to discriminate between stereoisomers of organic compounds with more than one chiral center. By means of this method it is possible to discriminate between all eight stereoisomers of α-tocopherol. To achieve this the chiral solvating agent (S)-(+)-1-(9-anthryl)-2,2,2-trifluoroethanol and the compound of interest were dissolved in high concentrations in chloroform-d, and the nuclear magnetic resonance (NMR) spectrum was recorded at a low temperature. The individual stereoisomers of α-tocopherol were assigned by spikes of the reference compounds. The method was also applied to six other representative examples.

journal_name

Chirality

journal_title

Chirality

authors

Lankhorst PP,Netscher T,Duchateau AL

doi

10.1002/chir.22535

subject

Has Abstract

pub_date

2015-11-01 00:00:00

pages

850-5

issue

11

eissn

0899-0042

issn

1520-636X

journal_volume

27

pub_type

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