Work

Calixphyrins. Hybrid macrocycles at the structural crossroads between porphyrins and calixpyrroles

Year: 2001

Type: article

Abstract: Calixphyrins are a class of hybrid molecules that lie at the structural crossroads between porphyrins and calixpyrroles. Porphyrins, long known for their versatile metal cation coordination chemistry, are macrocycles that contain only sp2-hybridized bridging meso carbon atoms within their framework. Calix[n]pyrroles, on the other hand, are porphyrin analogs that contain pyrroles bridged exclusively by sp3 meso carbon centers, and in recent years have been shown to display remarkable anion-binding properties. Calix[n]phyrins bear analogy to both the porphyrins and calixpyrroles and are macrocyclic analogs that contain a mixture of sp2- and sp3-hybridized meso carbon bridges. This leads to partial interruptions in the conjugation pathway of the molecule, introduces novel structural features, and leads to interesting anion and cation recognition properties. It also allows for modular syntheses. In the present paper, the chemistry of calix[n]phyrins, still at an early stage of exploration, is reviewed.

Source: Pure and Applied Chemistry

DOI: 10.1351/pac200173071041

Authors: Jonathan L. Sessler, Rebecca S. Zimmerman, Christophe Bucher, Vladimír Král, Bruno Andrioletti

Institutions: The University of Texas at Austin, University of Chemistry and Technology, Prague, Université Pierre-et-Marie-Curie

Language: English

Topic: Porphyrin and Phthalocyanine Chemistry

Subfield: Materials Chemistry

Field: Materials Science

Domain: Physical Sciences

Open Access status: bronze

Funders: National Science Foundation, National Institutes of Health, National Cancer Institute, Division of Chemistry

Award: Biomedical Applications of Expanded Porphyrins