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Chem Commun (Camb). 2009 Feb 14;(6):619-29. doi: 10.1039/b814897j. Epub 2008 Nov 27.

Cucurbit[n]urils: from mechanism to structure and function.

Author information

1
Department of Chemistry and Biochemistry, University of Maryland, College Park, Maryland 20742, USA. lisaacs@umd.edu

Abstract

This feature article details some of the unusual recognition properties of the cucurbit[n]uril family (CB[n]) of molecular containers. It discusses the mechanism of CB[n] formation, which proceeds from glycoluril via methylene bridged glycoluril oligomers, along with descriptions of the structures and recognition properties of some kinetically stable macrocyclic intermediates along the way. These partially formed CB[n]-type receptors known as nor-seco-CB[n] display intriguing properties such as chiral recognition, homotropic allostery, and function as aldehyde reaction cucurbituril synthons.

PMID:
19322405
DOI:
10.1039/b814897j

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