Use of a porphyrin platform and 3,4-HPO chelating units to synthesize ligands with N-4 and O-4 coordination sites

• Type: Article in International Scientific Journal
• Date: 2011

Authors

Ana M G Silva (Author) Other; Andreia Leite (Author) Other; Pablo Gonzalez (Author) Other; Rosario R M Domingues (Author) Other; Paula Gameiro (Author) FCUP; Baltazar de Castro (Author) FCUP; Maria Rangel (Author) ICBAS

Journal

Title: Tetrahedron

Vol. 67

Pages: 7821-7828

ISSN: 0040-4020

Publisher: Elsevier

Indexing

ISI Web of Knowledge - 4 Citations

Scopus - 5 Citations

Scientific classification

FOS: Natural sciences > Chemical sciences

Other information

Authenticus ID: P-002-KJR

DOI: 10.1016/j.tet.2011.07.063

Abstract (EN): Piperazine and 1,2-diaminobenzene have been previously used as anchoring molecules to synthesize 3-hydroxy-4-pyridinone (3,4-HPO) tetradentate ligands affording ligands with different flexibility and coordination properties. In order to have a relatively rigid and hindered structure, a porphyrin platform was selected to anchor one or two 3,4-HPO chelating units. This platform provides an additional N-4 coordination sphere and also very interesting optical properties to the synthesized conjugates. Depending on the metal ion present in the porphyrin core, conjugates with different spectroscopic properties are obtained. EPR spectroscopy has been used to characterize the copper(II) metalloporphyrins and to monitor and identify the species formed upon addition of copper(II) to solutions of two porphyrin conjugates with one and two 3,4-HPO arms. The porphyrin conjugates having two 3,4-HPO units are ligands that provide two separate binding sites with N-4 and O-4 coordination spheres, which allow accommodation of two metal ion centers that may be distinguished by spectroscopic methods.

Language: English

Type (Professor's evaluation): Scientific

No. of pages: 8