Chirality sensing by nonchiral porphines

Jan Labuta; Shinsuke Ishihara; Atsuomi Shundo; Satoshi Arai; Shinji Takeoka; Katsuhiko Ariga; Jonathan P. Hill

doi:10.1002/chem.201100052

Chirality sensing by nonchiral porphines

Jan Labuta, Shinsuke Ishihara, Atsuomi Shundo, Satoshi Arai, Shinji Takeoka, Katsuhiko Ariga, Jonathan P. Hill

School of Advanced Science and Engineering

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

36 Citations (Scopus)

Abstract

Let's split the difference: Nonchiral porphine macrocycles have been used as chemical shift agents for the determination of the enantiomeric excesses of chiral carboxylic acids. This method is based on the observation of the relative splitting induced in the ¹H NMR resonances of the porphine protons. A mechanism for the recognition based on the fast exchange of the guest molecules has been proposed (see scheme).

Original language	English
Pages (from-to)	3558-3561
Number of pages	4
Journal	Chemistry - A European Journal
Volume	17
Issue number	13
DOIs	https://doi.org/10.1002/chem.201100052
Publication status	Published - 2011 Mar 21

Keywords

NMR spectroscopy
carboxylic acids
chiral solvating agents
enantiomeric excess
porphyrinoids

ASJC Scopus subject areas

Catalysis
Organic Chemistry

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10.1002/chem.201100052

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AU - Labuta, Jan

AU - Ishihara, Shinsuke

AU - Shundo, Atsuomi

AU - Arai, Satoshi

AU - Takeoka, Shinji

AU - Ariga, Katsuhiko

AU - Hill, Jonathan P.

PY - 2011/3/21

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KW - NMR spectroscopy

KW - carboxylic acids

KW - chiral solvating agents

KW - enantiomeric excess

KW - porphyrinoids

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Chirality sensing by nonchiral porphines

Abstract

Keywords

ASJC Scopus subject areas

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