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


ABSTRACT: 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.

SUBMITTER: Del Regno R 

PROVIDER: S-EPMC8009595 | biostudies-literature | 2020 Aug

REPOSITORIES: biostudies-literature

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

Del Regno Rocco R   Della Sala Paolo P   Spinella Aldo A   Talotta Carmen C   Iannone Dalila D   Geremia Silvano S   Hickey Neal N   Neri Placido P   Gaeta Carmine C  

Organic letters 20200720 15


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 <b>1</b> 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<sup>+</sup> ion-dipole interactions. In the presence of Cs<sup>+</sup>, chiral complexes of calixnaphtharenes <b>5</b> and <b>6</b> were observed in which the  ...[more]

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