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Discrimination of chiral guests by chiral channels: variable temperature studies by SXRD and solid state 13C NMR of the deoxycholic acid complexes of camphorquinone and endo-3-bromocamphor.

Abstract:

3alpha,12alpha-dihydroxy-5beta-cholan-24-oic acid (deoxycholic acid DCA) is able to discriminate between the R- and S-enantiomers of camphorquinone and endo-(+)-3-bromocamphor and select only the S-enantiomers from a racemic mixture. DCA forms novel well ordered 1:1 adducts with (1S)-(+)-camphorquinone and (1S)-endo-(-)-3-bromocamphor, both of which have been characterized by single crystal X-ray diffraction (SXRD). When DCA is cocrystallized with (RS)-camphorquinone and (RS)-endo-3-bromocamp...

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Publication status:
Published

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Publisher copy:
10.1002/chir.20561

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Institution:
University of Oxford
Department:
Oxford, MPLS, Chemistry, Inorganic Chemistry
Cowley, AR More by this author
Journal:
Chirality
Volume:
20
Issue:
7
Pages:
863-870
Publication date:
2008-07-05
DOI:
EISSN:
1520-636X
ISSN:
0899-0042
URN:
uuid:3ebbff67-9fb1-48f0-ab7f-82cb772e9392
Source identifiers:
104430
Local pid:
pubs:104430

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