Base-Promoted Selective Aryl Carbon-Bromine Bond Cleavage by Iridium(III) Porphyrin for Iridium(III) Porphyrin Aryl Synthesis: A Metalloradical Ipso Addition-Elimination Mechanism
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AbstractK(2)CO(3) was found to promote selective aryl carbon-bromine bond Ir(III()ttp)(CO)CI OH ->-1/2 '' H(2)O(2)'' (Ar-Br) cleavage by a high-valent iridium(III) porphyrin carbonyl chloride (Ir(III)(ttp)(CO)Cl, ttp = 5,10,15,20-tetra-p-tolylporphyrinato dianion) in benzene ttp = 5, 10, 15, 20-tetrakis(p-tolyl)porphyrinato dianion solvent at elevated temperature to give iridium (III) porphyrin aryls (Ir(III)(ttp)Ar) in high yields. Ir(ttp)(CO)Cl is reduced in alkaline media to give an [Ir(ttp)](2) intermediate. [Ir(ttp)](2) then cleaves the Ar-Br bond via a radical-type addition elimination reaction (radical ipso -substitution) to yield Ir(ttp)Ar and a bromine radical.
All Author(s) ListCheung CW, Chan KS
Journal nameOrganometallics
Year2011
Month4
Day11
Volume Number30
Issue Number7
PublisherAMER CHEMICAL SOC
Pages1768 - 1771
ISSN0276-7333
eISSN1520-6041
LanguagesEnglish-United Kingdom
Web of Science Subject CategoriesChemistry; Chemistry, Inorganic & Nuclear; CHEMISTRY, INORGANIC & NUCLEAR; Chemistry, Organic; CHEMISTRY, ORGANIC

Last updated on 2021-13-09 at 23:56