Synthesis of deep.cavity thiacalix(4)arene

Kód výsledku v 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>

Nalezeny alternativní kódy

RIV/60461373:22340/03:00007486

Výsledek na webu

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DOI - Digital Object Identifier

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Jazyk výsledku

angličtina

Název v původním jazyce

Synthesis of deep.cavity thiacalix(4)arene

Popis výsledku v původním jazyce

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.

Název v anglickém jazyce

Synthesis of deep.cavity thiacalix(4)arene

Popis výsledku anglicky

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.

Druh

J_x - Nezařazeno - Článek v odborném periodiku (Jimp, Jsc a Jost)

CEP obor

CB - Analytická chemie, separace

OECD FORD obor

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Projekt

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Návaznosti

Z - Vyzkumny zamer (s odkazem do CEZ)

Rok uplatnění

2003

Kód důvěrnosti údajů

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

Název periodika

Tetrahedron Letters

ISSN

0040-4039

e-ISSN

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Svazek periodika

44

Číslo periodika v rámci svazku

44

Stát vydavatele periodika

BE - Belgické království

Počet stran výsledku

5

Strana od-do

8093-8097

Kód UT WoS článku

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EID výsledku v databázi Scopus

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