Reaction of Corroles with Sarcosine and Paraformaldehyde: A New Facet of Corrole Chemistry

Author:

Barata Joana F. B.ORCID,Lacerda Paula S. S.ORCID,Neves Maria Graça P. M. S.ORCID,Cavaleiro José A. S.ORCID,Ramos Catarina I. V.ORCID,Tomé Augusto C.ORCID,Abreu Paulo E.ORCID,Pais Alberto A. C. C.

Abstract

Details on the unexpected formation of two new (dimethylamino)methyl corrole isomers from the reaction of 5,10,15-tris(pentafluorophenyl)corrolatogallium(III) with sarcosine and paraformaldehyde are presented. Semi-empirical calculations on possible mechanism pathways seem to indicate that the new compounds are probably formed through a Mannich-type reaction. The extension of the protocol to the free-base 5,10,15-tris(pentafluorophenyl)corrole afforded an unexpected new seven-membered ring corrole derivative, confirming the peculiar behavior of corroles towards known reactions when compared to the well-behaved porphyrin counterparts.

Funder

FCT/MCTES

LAQV-REQUIMTE

FEDER

Norma transitória

Publisher

MDPI AG

Subject

Inorganic Chemistry,Organic Chemistry,Physical and Theoretical Chemistry,Computer Science Applications,Spectroscopy,Molecular Biology,General Medicine,Catalysis

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