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Isci, Uemit; Afanasiev, Pavel; Millet, Jean-Marc M.; Kudrik, Evgeny V.; Ahsen, Vefa; Sorokin, Alexander B.
{ "DOI": "10.1039/b902592h", "abstract": "mu-Nitrido-bis [tetra-(hexyl-sulfonyl)phthalocyaninatoiron] (3a) and mu-nitrido-bis [tetra-(tert-butylsulfonyl)phthalocyaninatoiron] (3b) complexes have been prepared and fully characterized by electrospray ionization mass spectrometry, UV-Vis, FTIR, EPR, Mossbauer techniques as well as by X-ray photoelectron and Fe K-edge X-ray absorption spectroscopies. Small changes at the periphery of the phthalocyanine ligand introduce a difference in the iron oxidation state. While 3b with tert-butyl substituents is a neutral complex with a mixed-valence Fe-3.5-N-Fe-3.5 structural unit, 3a having n-hexyl substituents is an oxidized cationic Fe-IV-N-Fe-IV complex. The structural parameters of N-bridged diiron phthalocyanine with a Fe-3.5-N-Fe-3.5 unit were determined for the first time. Iron atoms in 3b are displaced out of plane by 0.24 angstrom and the Fe-N bond distance of the linear Fe-N-Fe fragment is equal to 1.67 angstrom. Both complexes selectively catalyze benzylic oxidation of alkyl aromatic compounds by (BuOOH)-Bu-t. Toluene was oxidized to benzoic acid with 80% selectivity, and the total turnover number was as high as 197. p-Toluic acid was the principal product of p-xylene oxidation. In this case the turnover number achieved 587 substrate molecules per molecule of catalyst. The described catalytic system is complementary to the recently reported system based on mu-nitrido diiron tetrabutylphthalocyanine-H2O2 which effectively oxidizes the benzene ring.", "author": [ { "family": "Isci", "given": " Uemit" }, { "family": "Afanasiev", "given": " Pavel" }, { "family": "Millet", "given": " Jean-Marc M." }, { "family": "Kudrik", "given": " Evgeny V." }, { "family": "Ahsen", "given": " Vefa" }, { "family": "Sorokin", "given": " Alexander B." } ], "container_title": "DALTON TRANSACTIONS", "id": "93697", "issue": "36", "issued": { "date-parts": [ [ 2009, 1, 1 ] ] }, "page": "7410-7420", "title": "Preparation and characterization of mu-nitrido diiron phthalocyanines with electron-withdrawing substituents: application for catalytic aromatic oxidation", "type": "article-journal" }
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