Issue 11, 2004
From the journal:

New Journal of Chemistry

Structural and analytical powder diffraction studies of the enantioselective inclusion of chiral arylmethylsulfoxides in dehydrocholic acid cocrystals†

Giancarlo Fantin,*a   Marco Fogagnolo,a   Olga Bortolini,b   Norberto Masciocchi,*c   Simona Gallic  and  Angelo Sironide  

* Corresponding authors

a Dipartimento di Chimica, Università di Ferrara, via Borsari 46, Ferrara, Italy
E-mail: fnn@unife.it
Fax: +39 0532 240709

b Dipartimento di Chimica, Università della Calabria, via Bucci, Arcavacata di Rende (CS), Italy

c Dipartimento di Scienze Chimiche, Fisiche ed Ambientali, Università dell'Insubria, via Valleggio 11, Como, Italy
E-mail: norberto.masciocchi@uninsubria.it
Fax: +39 031 326230

d Dipartimento di Chimica Strutturale e Stereochimica Inorganica, Università di Milano, via Venezian 21, Milano, Italy

e Istituto di Scienze e Tecnologie Molecolari del CNR, via Golgi 19, Milano, Italy

Abstract

Dehydrocholic acid (DHA) has been employed in the separation of chiral arylmethylsulfoxides through selective precipitation of highly enriched 1∶1 cocrystals of p-XC6H4SOMe@DHA (X = Me, OMe, Br, H) formulation. X-ray powder diffraction (XRPD) has shown that two, nearly isomorphous, but distinct classes of compounds are obtained. Their complete structural analysis has been performed by ab initio XRPD methods. Comparative quantitative analysis of the solid phases by X-ray methods and GC measurements of the R∶S enantiomeric ratio allowed the assessment of the vicariancy (i.e., site substitution) probability of the R and S enantiomers in the different crystal phases.

Graphical abstract: Structural and analytical powder diffraction studies of the enantioselective inclusion of chiral arylmethylsulfoxides in dehydrocholic acid cocrystals

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Article information

DOI
https://doi.org/10.1039/B405062B
Article type
Paper
Submitted
03 Apr 2004
Accepted
21 May 2004
First published
14 Sep 2004

New J. Chem., 2004,28, 1295-1300

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Structural and analytical powder diffraction studies of the enantioselective inclusion of chiral arylmethylsulfoxides in dehydrocholic acid cocrystals

G. Fantin, M. Fogagnolo, O. Bortolini, N. Masciocchi, S. Galli and A. Sironi, New J. Chem., 2004, 28, 1295 DOI: 10.1039/B405062B

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