Dependence of selective enclathration on types of cholic acid crystals

Literature Information

Publication Date 2002-11-29
DOI 10.1039/B210544F
Impact Factor 3.876
Authors

Nungruethai Yoswathananont, Kazuki Sada, Mikiji Miyata, Shigendo Akita, Kazunori Nakano


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Abstract

Competitive recrystallizations of cholic acid (CA) from 1 ∶ 1 binary mixtures of seven mono-substituted benzenes are demonstrated. The order of preference for guests to be incorporated into the cholic acid crystals are as follows: benzene, toluene > n-amylbenzene, n-hexylbenzene > ethylbenzene, n-propylbenzene, n-butylbenzene. These seven compounds afford bilayer type inclusion crystals that are classified into four types based on the host frameworks and host–guest stoichiometries. The order of selective enclathration corresponds to the four types as follows: 1 ∶ 1 αG > 2 ∶ 1 αG > 1 ∶ 1 βT or 2 ∶ 1 αT. The preference for the αG type was also confirmed by investigating the host frameworks of the crystals obtained from binary mixtures. The dependence of the selectivity on the different types of CA crystals can be understood in terms of the fit of the guest molecule in the host cavity.

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Organic & Biomolecular Chemistry

Organic & Biomolecular Chemistry
CiteScore: 3.4
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Organic & Biomolecular Chemistry (OBC) publishes original and high impact research and reviews in organic chemistry. We welcome research that shows new or significantly improved protocols or methodologies in total synthesis, synthetic methodology or physical and theoretical organic chemistry as well as research that shows a significant advance in the organic chemistry or molecular design aspects of chemical biology, catalysis, supramolecular and macromolecular chemistry, theoretical chemistry, mechanism-oriented physical organic chemistry, medicinal chemistry or natural products. Articles published in the journal should report new work which makes a highly-significant impact in the field. Routine and incremental work is generally not suitable for publication in the journal. More details about key areas of our scope are below. In all cases authors should include in their article clear rationale for why their research has been carried out.

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