Strategies for Corrole Functionalization

abstract

This review covers the functionalization reactions of meso-arylcorroles, both at the inner core, as well as the peripheral positions of the macrocycle. Experimental details for the synthesis of all known metallocorrole types and for the N-alkylation reactions are presented. Key peripheral functionalization reactions such as halogenation, formylation, carboxylation, nitration, sulfonation, and others are discussed in detail, particularly the nudeophilic aromatic substitution and the participation of corroles in cycloaddition reactions as 2 pi or 4 pi components (covering Diels-Alder and 1,3-dipolar cycloadditions). Other functionalizations of corroles include a large diversity of reactions, namely Wittig reactions, reactions with methylene active compounds, formation of amines, amides, and imines, and metal catalyzed reactions. At the final section, the reactions involving oxidation and ring expansion of the corrole macrocyde are described comprehensively.

keywords

FREE-BASE CORROLES; PHOTOINDUCED CHARGE SEPARATION; TRANSITION-METAL-COMPLEXES; ARYL-SUBSTITUTED CORROLES; TRIPLE-DECKER COMPLEXES; X-RAY-STRUCTURE; NUCLEOPHILIC AROMATIC-SUBSTITUTION; PILLARED COFACIAL DIPORPHYRIN; HIGH-VALENT OXOMOLYBDENUM(V); NEAR-IR PHOSPHORESCENCE

subject category

Chemistry

authors

Barata, JFB; Neves, MGPMS; Faustino, MAF; Tome, AC; Cavaleiro, JAS

our authors

Groups

acknowledgements

Thanks are due to the University of Aveiro and FCT (Fundacao para a Ciencia e a Tecnologia) for the financial support to the QOPNA research project (FCT UID/QUI/00062/2013) and the project PTDC/QEQ-QOR/6160/2014 through national funds and where applicable cofinanced by FEDER under the PT2020 Partnership Agreement, and also to the Portuguese NMR Network. J.F.B.B. thanks FCT for her postdoctoral grant (SFRH/BPD/63237/2009).

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