Functionalization of the corrole ring: the role of isocorrole intermediates.

Bromination of 3-nitro-5,10,15-triarylcorrole selectively provides two regioisomers, depending on the reaction pathway. An isocorrole species is the key intermediate to drive the reaction towards the 2-Br-17-nitro regioisomer.

[1]  D. Gryko,et al.  Mass spectrometry studies on meso-substituted corroles and their photochemical decomposition products. , 2010, Journal of mass spectrometry : JMS.

[2]  R. Paolesse,et al.  One-pot synthesis of meso-alkyl substituted isocorroles: the reaction of a triarylcorrole with Grignard reagent. , 2010, Journal of porphyrins and phthalocyanines.

[3]  Kevin M. Smith,et al.  Synthesis and characterization of free-base, copper, and nickel isocorroles. , 2010, Inorganic chemistry.

[4]  S. Mandel,et al.  Metallocorroles as cytoprotective agents against oxidative and nitrative stress in cellular models of neurodegeneration , 2010, Journal of neurochemistry.

[5]  R. Paolesse,et al.  Corrole-based ion-selective electrodes , 2009 .

[6]  Z. Gross,et al.  Aura of corroles. , 2009, Chemistry.

[7]  Kevin M. Smith,et al.  Demetalation of silver(III) corrolates. , 2009, Inorganic chemistry.

[8]  Daniel L. Farkas,et al.  Tumor detection and elimination by a targeted gallium corrole , 2009, Proceedings of the National Academy of Sciences.

[9]  W. Dehaen,et al.  Reductive demetallation of Cu-corroles--a new protective strategy towards functional free-base corroles. , 2009, Organic & biomolecular chemistry.

[10]  D. Gryko.  Adventures in the Synthesis of meso-Substituted Corroles , 2008 .

[11]  Abhik Ghosh,et al.  Reductive demetalation of copper corroles: first simple route to free-base β-octabromocorroles , 2008 .

[12]  R. Paolesse.  Corrole: The Little Big Porphyrinoid , 2008 .

[13]  R. Paolesse,et al.  Demetalation of corrole complexes: an old dream turning into reality , 2008 .

[14]  R. Paolesse,et al.  One-step synthesis of isocorroles , 2007 .

[15]  Kevin M. Smith,et al.  Functionalization of corroles: the nitration reaction. , 2007, Inorganic chemistry.

[16]  Z. Gross,et al.  Corrole-based applications. , 2007, Chemical communications.

[17]  S. Brandès,et al.  Selective chemisorption of carbon monoxide by organic-inorganic hybrid materials incorporating cobalt(III) corroles as sensing components. , 2007, Chemistry.

[18]  R. Paolesse,et al.  Novel Aspects of Corrole Chemistry , 2005 .

[19]  D. Gryko,et al.  Recent advances in the chemistry of corroles and core-modified corroles , 2004 .

[20]  C. Brückner,et al.  Synthesis and atructure of [meso-triarylcorrolato]silver(III). , 2003, Inorganic chemistry.

[21]  Kevin M. Smith,et al.  Novel routes to substituted 5,10,15-triarylcorroles , 2003 .

[22]  I. Goldberg,et al.  Selective substitution of corroles: nitration, hydroformylation, and chlorosulfonation. , 2002, Journal of the American Chemical Society.

[23]  M. Bröring,et al.  Manganese as a template: a new synthesis of corrole. , 2001, Chemical communications.

[24]  Z. Gross,et al.  The First Direct Synthesis of Corroles from Pyrrole. , 1999, Angewandte Chemie.

[25]  Kevin M. Smith,et al.  5,10,15-Triphenylcorrole: a product from a modified Rothemund reaction , 1999 .