Journal
APPLIED ORGANOMETALLIC CHEMISTRY
Volume -, Issue -, Pages -Publisher
WILEY
DOI: 10.1002/aoc.7088
Keywords
antimony; catalysis; corrole; photo-redox reaction; singlet oxygen
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The reaction of antimony(III) corroles with nitrosonium tetrafluoroborate in the presence of air led to the formation of trans-difluoroantimony(V) 3,17-dinitro-corrole complexes. The formation of these complexes involves a possible intermediate trans-dinitrosylantimony(V) corrole compound. In situ FT-IR spectra confirmed the presence of these intermediate species. The trans-difluoroantimony(V) 3,17-dinitro-corrole complexes, characterized by various spectroscopic techniques, can catalyze oxygenation reactions by forming singlet oxygen under photo-redox conditions in the presence of air and light at ambient temperature.
The reaction of antimony(III) corroles with nitrosonium tetrafluoroborate in the presence of air led to trans-difluoroantimony(V) 3,17-dinitro-corrole complexes. A trans-dinitrosylantimony(V) corrole compound has been proposed as a possible reaction intermediate that is subsequently converted into a trans-dinitroantimony(V) corrole product. The formation of these intermediate species has been established via in situ FT-IR spectra. This trans-dinitroantimony(V) corrole species can transfer the nitro group to the beta-pyrrole positions (C3 and C17) of the corrole periphery via a radical pathway. The binding of fluoride to the axial positions of antimony(V) corrole occurs via nucleophilic attack of fluoride ion from BF4-. The trans-difluoroantimony(V) 3,17-dinitro-corrole complexes are fully characterized via X-ray crystallography, UV-vis, FT-IR, and NMR spectroscopy. They catalyze oxygenation reactions under photo-redox conditions in presence of air and light at ambient temperature by forming singlet oxygen.
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