Cucurbiturils: from Synthesis to High-Affinity Binding and Catalysis
Chemical Society Reviews Cucurbiturils: From Synthesis to High -Affinity Binding and Catalysis Journal: Chemical Society Reviews Manuscript ID: CS-REV-08-2014-000273.R1 Article Type: Review Article Date Submitted by the Author: 24-Sep-2014 Complete List of Authors: Nau, Werner; Jacobs University, School of Engineering and Science Assaf, Khaleel; Jacobs University Bremen, Page 1 of 49 Chemical Society Reviews Table of contents entry Major developments in the synthesis of cucurbiturils and applications related to their high-affinity binding and catalysis have recently taken place. Chemical Society Reviews Page 2 of 49 Cucurbiturils: From Synthesis to High-Affinity Binding and Catalysis Khaleel I. Assaf and Werner M. Nau Jacobs University Bremen, Campus Ring 1, 28759 Bremen, Germany 1 Page 3 of 49 Chemical Society Reviews Cucurbiturils: From Synthesis to High-Affinity Binding and Catalysis Khaleel I. Assaf and Werner M. Nau Jacobs University Bremen, Campus Ring 1, 28759 Bremen, Germany Abstract. In the wide area of supramolecular chemistry, cucurbit[n]urils (CB n) present themselves as a young family of molecular containers, able to form stable complexes with various guests, including drug molecules, amino acids and peptides, saccharides, dyes, hydrocarbons, perfluorinated hydrocarbons, and even high molecular weight guests such as proteins ( e.g. , human insulin). Since the discovery of the first CBn, CB6, the field has seen tremendous growth with respect to the synthesis of new homologues and derivatives, the discovery of record binding affinities of guest molecules in their hydrophobic cavity, and associated applications ranging from sensing to drug delivery. In this review, we discuss in detail the fundamental properties of CB n homologues and their cyclic derivatives with a focus on their synthesis and their applications in catalysis.
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