Synthesis, X-ray structure, and anion-binding properties of a cryptand-like hybrid calixpyrrole.

J Org Chem

Dipartimento di Chimica Organica e Biologica, Università di Messina, viale Ferdinando Stagno D'Alcontres 31, 98166 Messina, Italy.

Published: September 2010

The novel cryptand in/out-3, containing two tripyrrolemethane units bridged by three 1,3- diisopropylidenbenzene arms, was readily synthesized by a convergent three-step synthesis. It binds fluoride by inclusion with excellent selectivity with respect to a number of other tested anions. The structure of the free receptor and that of its fluoride complex were investigated in solution by NMR spectroscopy. The solid-state X-ray structure of the free cryptand 3 was also determined.

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http://dx.doi.org/10.1021/jo1010262DOI Listing

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