Calix[2]naphth[2]arene: A Class of Naphthalene–Phenol Hybrid Macrocyclic Hosts

Calix­[2]­naphth­[2]­arenes make up a new class of phenol–naphthalene hybrid macrocycles. X-ray studies show that calix[2]­naphth[2]­arene 1 adopts a 1,2-alternate conformation. Alkali metal cations are complexed by the calixnaphtharenes in a 1,2-alternate conformation, by cation···π interactions wi...

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Veröffentlicht in:Organic letters 2020-08, Vol.22 (15), p.6166-6170
Hauptverfasser: Del Regno, Rocco, Della Sala, Paolo, Spinella, Aldo, Talotta, Carmen, Iannone, Dalila, Geremia, Silvano, Hickey, Neal, Neri, Placido, Gaeta, Carmine
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Sprache:eng
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Zusammenfassung:Calix­[2]­naphth­[2]­arenes make up a new class of phenol–naphthalene hybrid macrocycles. X-ray studies show that calix[2]­naphth[2]­arene 1 adopts a 1,2-alternate conformation. Alkali metal cations are complexed by the calixnaphtharenes in a 1,2-alternate conformation, by cation···π interactions with the naphthalene walls, and by RO···M+ ion–dipole interactions. In the presence of Cs+, chiral complexes of calixnaphtharenes 5 and 6 were observed in which the cation is nested on one of the two faces of the macrocycle.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.0c02247