4.8 Review

Strategies for Corrole Functionalization

Journal

CHEMICAL REVIEWS
Volume 117, Issue 4, Pages 3192-3253

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.chemrev.6b00476

Keywords

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Funding

  1. University of Aveiro
  2. FCT (Fundacao para a Ciencia e a Tecnologia) [FCT UID/QUI/00062/2013, PTDC/QEQ-QOR/6160/2014]
  3. FCT [SFRH/BPD/63237/2009]
  4. FEDER
  5. Fundação para a Ciência e a Tecnologia [SFRH/BPD/63237/2009, PTDC/QEQ-QOR/6160/2014] Funding Source: FCT

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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.

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