Synthesis of a metal-free texaphyrin

S Hannah; V M Lynch; N Gerasimchuk; D Magda; J L Sessler

doi:10.1021/ol016757s

Synthesis of a metal-free texaphyrin

Org Lett. 2001 Nov 29;3(24):3911-4. doi: 10.1021/ol016757s.

Authors

S Hannah¹, V M Lynch, N Gerasimchuk, D Magda, J L Sessler

Affiliation

¹ Department of Chemistry and Biochemistry, University of Texas at Austin, Austin, TX 78712, USA.

PMID: 11720567
DOI: 10.1021/ol016757s

Abstract

The synthesis of a metal-free form of texaphyrin, an aromatic porphyrin-like macrocycle, is described. Previously, texaphyrins could only be obtained reproducibly in the form of metal complexes. Using ferrocenium cation as the oxidizing agent and starting with a reduced porphyrinogen-like nonaromatic form of texaphyrin, we isolated, in good yield, the metal-free oxidized texaphyrin as its HPF(6) salt. This product was characterized by X-ray diffraction analysis, UV-vis spectroscopy, and cyclic voltammetry. [structure: see text]

Publication types

Research Support, Non-U.S. Gov't
Research Support, U.S. Gov't, P.H.S.

MeSH terms

Crystallography, X-Ray
Metals / chemistry*
Molecular Structure
Porphyrins / chemical synthesis*
Porphyrins / chemistry
Spectrophotometry, Ultraviolet

Substances

Metals
Porphyrins
texaphyrin

Abstract

Publication types

MeSH terms

Substances

Grants and funding