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Stereochemistry and Molecular Recognition on the Surface of a Smectite Clay Mineral

Published online by Cambridge University Press:  01 January 2024

Akihiko Yamagishi  and
Hisako Sato
Akihiko Yamagishi*
Affiliation:
Department of Chemistry, Faculty of Science, Toho University, Chiba 274-8510, Japan
Hisako Sato
Affiliation:
Department of Chemistry, Graduate School of Science and Engineering, Ehime University, 2-5 Bunkyo-cho, Matsuyama 790-8577, Japan
*
*E-mail address of corresponding author: [email protected]
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Abstract

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Attempts at optical resolution and asymmetric syntheses using smectite clay minerals are described. Use of the method was prompted by the discovery that the saturated adsorption of a tris(chelated) metal complex, [Ru(1,10-phenanthroline)3]2+, by Na-montmorillonite depended heavily on the stereochemical properties. The pure enantiomer was adsorbed by cation exchange at negative surface sites of the clay mineral, while the racemic mixture was adsorbed to two times excess of the cation exchange capacity. The chelate takes a uniform orientation on a clay mineral surface due to the matching between the molecular symmetry and the two-dimensional network of a phyllosilicate layer. On a clay mineral surface covered with the enantiomeric chelates, a vacant space capable of chiral discrimination was generated. Based on this, an ion-exchange adduct of smectite and the chiral chelate was used as an adsorbent for separating racemic mixtures or selectively producing either one of the optical isomers.

Keywords

Asymmetric SynthesesChiral SensingCircular DichroismClay-modified ElectrodesElectric DichroismLB FilmsMolecular ChiralityOptical ResolutionStereoselectivityTris (1,10-phenanthroline)metal(II)
Type
Article
Information
Clays and Clay Minerals , Volume 60 , Issue 4 , August 2012 , pp. 411 - 419
Copyright
Copyright © Clay Minerals Society 2012

Footnotes

§

2012 Recipient of the Marilyn & Sturges W. Bailey Distinguished Member Award of The Clay Minerals Society (see p. 440)

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