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J Am Chem Soc. 2002 Nov 20;124(46):13676-7.

Direct determination of absolute configuration of monoalcohols by bis(magnesium porphyrin).

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1
Entropy Control Project, ICORP, JST, 4-6-3 Kamishinden, Toyonaka 560-0085, Japan. lintuluo@kuchem.kyoto-u.ac.jp

Abstract

Ethane bridged bis(Mg porphyrin) has been found to be an effective sensor for the direct determination of the absolute configuration of a variety of monoalcohols at millimolar concentrations and room temperature based on the CD exciton chirality method. Examination of a variety of synthetic and natural monoalcohols, including alpha-substituted aliphatic and aromatic alkanols with one chiral center, as well as alicyclic alcohols with 2-5 chiral centers, gave consistent results. In the case of alcohols with multiple chiral centers, the absolute configuration of the carbon alpha to OH is always read out.

PMID:
12431088
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