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Stable meso – meso ‐Linked 2NH ‐Corrole Radical Dimers as a Key Intermediate to Corrole Tape
- Source :
- Angewandte Chemie International Edition. 59:9423-9427
- Publication Year :
- 2020
- Publisher :
- Wiley, 2020.
-
Abstract
- While oxidation of 5,5',15,15'-tetramesityl-10-10'-linked 3NH-corrole dimer with DDQ gave the corresponding triply linked 2NH-corrole tape, the use of an equimolar amount of p-chloranil as a milder oxidant resulted in the formation of a 10-10'-linked neutral 2NH-corrole radical dimer as a stable product. The stability of this peculiar product is ascribed largely to strong antiferromagnetic interaction of the two spins. Further oxidation of this diradical produced corrole tape, suggesting its involvement as a reaction intermediate to the corrole tape. Oxidation of 10-10'-linked bis-pyridine-coordinated CoIII corrole dimer with DDQ produced a cobalt corrole radical dimer and a doubly linked corrole dimer both as stable compounds bearing pyridine and cyanide axial ligands. This type of oxidative transformation involving neutral diradical intermediates is a unique reaction mechanism specific for corrole dimers.
- Subjects :
- Reaction mechanism
010405 organic chemistry
Diradical
Dimer
Cyanide
chemistry.chemical_element
General Medicine
General Chemistry
Reaction intermediate
010402 general chemistry
Photochemistry
01 natural sciences
Catalysis
0104 chemical sciences
chemistry.chemical_compound
chemistry
Pyridine
Corrole
Cobalt
Subjects
Details
- ISSN :
- 15213773 and 14337851
- Volume :
- 59
- Database :
- OpenAIRE
- Journal :
- Angewandte Chemie International Edition
- Accession number :
- edsair.doi.dedup.....204eee68565d1f9f5f5dbadc595bd683