Highly selective chlorosulfonation of tris(pentafluorophenyl)corrole as a synthetic tool for the preparation of amphiphilic corroles and metal complexes of planar chirality

A Mahammed; I Goldberg; Z Gross

doi:10.1021/ol0163878

Highly selective chlorosulfonation of tris(pentafluorophenyl)corrole as a synthetic tool for the preparation of amphiphilic corroles and metal complexes of planar chirality

Org Lett. 2001 Nov 1;3(22):3443-6. doi: 10.1021/ol0163878.

Authors

A Mahammed¹, I Goldberg, Z Gross

Affiliation

¹ Department of Chemistry and Institute of Catalysis Science and Technology, Technion-Israel Institute of Technology, Haifa 32000, Israel.

PMID: 11678678
DOI: 10.1021/ol0163878

Abstract

[reaction: see text]. The chlorosulfonation of tris(pentafluorophenyl)corrole proceeds with an extremely high selectivity as to afford one out of 139 possible isomers in very high yield. The bis-chlorosulfonated corrole is an excellent precursor to the planar-chirality (triphenylphosphine)cobalt(III) complex (fully characterized by X-ray crystallography) and to the amphiphilic bis-sulfonic acid derivative, both the first of their kind.

Publication types

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

MeSH terms

Cobalt*
Crystallography, X-Ray
Indicators and Reagents
Magnetic Resonance Spectroscopy
Metalloporphyrins / chemical synthesis
Metalloporphyrins / chemistry*
Models, Molecular
Molecular Conformation
Porphyrins / chemical synthesis*
Stereoisomerism

Substances

Indicators and Reagents
Metalloporphyrins
Porphyrins
corrole
tris(pentafluorophenyl)corrole
Cobalt