title: Selective substitution of corroles: nitration, hydroformylation, and chlorosulfonation.
abstract: This work demonstrates the feasibility and power of electrophilic substitution on the peripheral carbon atoms of triarylcorroles as a synthetic tool to new derivatives. The large difference in the reactivity of the various carbon atoms on the macrocycle was shown to be of electronic rather than steric origin. A careful choice of reagents and a delicate control of reaction conditions allowed the selective syntheses of novel derivatives, in all of which substitution took place selectively in only the directly joined pyrrole rings of the macrocycle. This was proven by a combination of X-ray crystallography of the various products and detailed analysis of their NMR spectra.
authors.affiliation: Department of Chemistry and Institute of Catalysis Science and Technology, Technion - Israel Institute of Technology, Haifa 32000, Israel.
authors.forename: Irena
authors.initials: I
authors.lastname: Saltsman
authors.forename: Atif
authors.initials: A
authors.lastname: Mahammed
authors.forename: Israel
authors.initials: I
authors.lastname: Goldberg
authors.forename: Elena
authors.initials: E
authors.lastname: Tkachenko
authors.forename: Mark
authors.initials: M
authors.lastname: Botoshansky
authors.forename: Zeev
authors.initials: Z
authors.lastname: Gross