95971-81-6Relevant articles and documents
Preparation and Reactivities of Hexakisacetonitrile Iron(III) Perchlorate and Related Complexes as Strong Oxidizing Reagents
Kotani,Eiichi,Kobayashi, Shigeki,Ishii, Yoko,Tobinaga, Seisho
, p. 4281 - 4291 (2007/10/02)
The iron(III) complexes Fe(S)6(ClO4)3, S=solvent, were prepared from Fe(H2O)6(ClO4)3 in the donor solvents.Reactions of alkylbenzenes with Fe(AN)6(ClO4)3 (AN=acetonitrile) were explored because the AN complex has the highest formal redox potential, E0=1.73 V vs.SCE, among these complexes.Oxidation of the primary alkylbenzenes by the iron(III) AN complex gave the corresponding acetamides (Table II).Oxidation of the secondary alkylbenzenes, namely, cumene, 2-phenylbutane, and 2-exo-phenylnorbornane, afforded the corresponding acetates and acetamides (Charts 2 and 3), consuming over 4-mol eq of reagent.Reactions of p-xylene and hexamethylbenzene with Fe(CH2=CHCN)6(ClO4)3 also yielded the amides 31a and 31b.These results demonstrate the applicability of the iron(III) AN complexes as a powerful reagent to oxidize organic substrates which have onset potentials of anodic current of ca. 2.0 V vs.SCE.Keywords - oxidation; primary alkylbenzene; secondary alkylbenzene; oxidizing reagent; iron(III) perchlorate solvate; hexakisacetonitrile iron(III) perchlorate; hexakisacrylonitrile iron(III) perchlorate
