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Updated: Jul 6, 2026

Protocol for the Synthesis of Ortho-trifluoromethoxylated Aniline Derivatives
Published on: January 19, 2016
Selective substitution of corroles: nitration, hydroformylation, and chlorosulfonation
Irena Saltsman1, Atif Mahammed, Israel Goldberg
1Department of Chemistry and Institute of Catalysis Science and Technology, Technion - Israel Institute of Technology, Haifa 32000, Israel.
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.
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