Issue 4, 1994

Unusual host–guest π-arene ⋯ H bonding in a ‘hooded’ cavitand: the first solid-state structure of a calix[4]resorcinarene with underivatised hydroxy groups

Abstract

Treatment of phenylcalix[4]resorcinarene 1 with dipropylamine and paraformaldehyde leads to the formation of a deep cleft cavitand 2, in which the cavity is extended by a collar of exquisite intramolecular donor–acceptor hydrogen bonding networks which all proceed in the same direction around the upper rim imparting chirality on the individual cavitands; the amine groups involvement in intramolecular hydrogen bonding draws the N-alkyl substituents inward to form an encapsulating ‘hood’ over an included CH2Cl2 guest molecule.

Article information

Article type
Paper

J. Chem. Soc., Chem. Commun., 1994, 389-390

Unusual host–guest π-arene ⋯ H bonding in a ‘hooded’ cavitand: the first solid-state structure of a calix[4]resorcinarene with underivatised hydroxy groups

D. A. Leigh, P. Linnane, R. G. Pritchard and G. Jackson, J. Chem. Soc., Chem. Commun., 1994, 389 DOI: 10.1039/C39940000389

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