Synthesis of deep.cavity thiacalix(4)arene

Result code in IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F60461373%3A22310%2F03%3A00007486" target="_blank" >RIV/60461373:22310/03:00007486 - isvavai.cz</a>

Alternative codes found

RIV/60461373:22340/03:00007486

Result on the web

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DOI - Digital Object Identifier

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Result language

angličtina

Original language name

Synthesis of deep.cavity thiacalix(4)arene

Original language description

A novel thiacalix[4]arene derivative bearing four phenyl groups on the upper rim was prepared by the direct condensation of biphenyl-4-ol with elemental sulphur. As revealed by X-ray diffraction analysis, this compound adopts the cone conformation in thesolid state, thus creating a cavity with an extended -aromatic system potentially applicable for solid-state inclusion of suitable molecules. Subsequent alkylation (RI/K2CO3/acetone, R=Me, Et, Pr) yielded tetraalkylated derivatives, which were studied for their conformational preferences using 1H NMR spectroscopy. While the Me or Et derivatives are conformationally mobile and exhibit thermodynamic equilibria of several conformers in solution (CDCl3 or CD2Cl2), the corresponding propoxy derivative is infinitely stable at room temperature.

Czech name

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Czech description

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Type

J_x - Unclassified - Peer-reviewed scientific article (Jimp, Jsc and Jost)

CEP classification

CB - Analytical chemistry, separation

OECD FORD branch

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Project

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Continuities

Z - Vyzkumny zamer (s odkazem do CEZ)

Publication year

2003

Confidentiality

S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

Name of the periodical

Tetrahedron Letters

ISSN

0040-4039

e-ISSN

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Volume of the periodical

44

Issue of the periodical within the volume

44

Country of publishing house

BE - BELGIUM

Number of pages

5

Pages from-to

8093-8097

UT code for WoS article

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EID of the result in the Scopus database

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