Generation, Characterization, and Reactivity of a CuII–Alkylperoxide/Anilino Radical Complex: Insight into the O–O Bond Cleavage Mechanism

The reaction of [CuI(TIPT3tren) (CH3CN)]­ClO4 (1) and cumene hydroperoxide (C6H5C­(CH3)2OOH, ROOH) at −60 °C in CH2Cl2 gave a CuII–alkylperoxide/anilino radical complex 2, the formation of which was confirmed by UV–vis, resonance Raman, EPR, and CSI-mass spectroscopy. The mechanism of formation of 2...

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Bibliographic Details
Published in:Journal of the American Chemical Society 2015-09, Vol.137 (34), p.10870-10873
Main Authors: Paria, Sayantan, Ohta, Takehiro, Morimoto, Yuma, Ogura, Takashi, Sugimoto, Hideki, Fujieda, Nobutaka, Goto, Kei, Asano, Kaori, Suzuki, Takeyuki, Itoh, Shinobu
Format: Article
Language:English
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Summary:The reaction of [CuI(TIPT3tren) (CH3CN)]­ClO4 (1) and cumene hydroperoxide (C6H5C­(CH3)2OOH, ROOH) at −60 °C in CH2Cl2 gave a CuII–alkylperoxide/anilino radical complex 2, the formation of which was confirmed by UV–vis, resonance Raman, EPR, and CSI-mass spectroscopy. The mechanism of formation of 2, as well as its reactivity, has been explored.
ISSN:0002-7863
1520-5126
DOI:10.1021/jacs.5b04104