Synthesis of Cryptophane-B. Crystal Structure and Study of its Complex with Xenon.

Abstract : Whereas the synthesis of the $anti$-cryptophane-A (1) derivative is known for nearly 40 years, the preparation of its diastereomer (cryptophane-B according to Collet's nomenclature) has never been reported. Thus, the synthesis of the cryptophane-B derivative represents a real challenge for chemists interested in the preparation of these hollow molecules. Herein, we describe a synthetic route that allows us to prepare cryptophane-B (2), however in low yield. The X-ray crystallographic structure of this compound is described and it reveals the presence of an ethanol molecule inside the cavity of the host. Finally, the ability of cryptophane-B to bind xenon in 1,1,2,2-tetrachloroethane-$d_2$ is also studied via hyperpolarized $^{129}$Xe NMR
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https://hal-cea.archives-ouvertes.fr/cea-01922217
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Submitted on : Wednesday, November 14, 2018 - 1:33:04 PM
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Thierry Brotin, Erwann Jeanneau, Patrick Berthault, Estelle Léonce, Delphine Pitrat, et al.. Synthesis of Cryptophane-B. Crystal Structure and Study of its Complex with Xenon.. Journal of Organic Chemistry, American Chemical Society, 2018, 83, pp.14465-14471. ⟨https://doi.org/10.1021/acs.joc.8b02246⟩. ⟨10.1021/acs.joc.8b02246⟩. ⟨cea-01922217⟩

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