Oxidative dealkylation of a hindered phenol catalyzed by copper (II) bis benzimidazole diamide complex

Gupta, Manisha and Upadhyay, Sunil Kumar and Sridhar, M. A. and Mathur, Pavan (2006) Oxidative dealkylation of a hindered phenol catalyzed by copper (II) bis benzimidazole diamide complex. Inorganica Chimica Acta, 359 (13). 4360 - 4366. ISSN 0020-1693

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Official URL: https://doi.org/10.1016/j.ica.2006.05.033

Abstract

The oxidative dealkylation of 2,4,6-tri-tert-butylphenol (TTBP) has been investigated using molecular oxygen and Cu(NO3(GBHA)(NO3) as catalyst, where GBHA is N,N′-bis((benzimidazol-2-yl)methyl)hexanediamide (a) M. Gupta, P. Mathur, R.J. Butcher, Inorg. Chem. 40 (2001) 878; (b) M. Gupta, S.K. Das, P. Mathur, A.W. Cordes, Inorg. Chim. Acta 353 (2003) 197; (c) S. Tehlan, M.S. Hundal, P. Mathur, Inorg. Chem. 43 (2004) 6589; (d) F. Afreen, P. Mathur, A. Rheingold, Inorg. Chim. Acta 358 (2005) 1125.. X-ray structural characterization of complex Cu(NO3)(GBHA)(NO3)·CH3OH confirms that the Cu (II) ion is in a distorted square pyramidal geometry (τ=0.168). The TTBP oxidation reaction proceeds via tri-tert-butylphenoxyl radical producing two products 2,6-di-tert-butyl-1,4-benzoquinone (A) and 4,6-di-tert-butyl-1,2-benzoquinone (B). Both A and B have been well characterized by 1H NMR, 13C NMR, UV–Vis and mass data.

Item Type: Article
Uncontrolled Keywords: Benzimidazole diamides, Copper(II)-Metalloproteins, Tri--butylphenol, Oxidative dealkylation
Subjects: D Physical Science > Physics
Divisions: Department of > Physics
Depositing User: LA manjunath user
Date Deposited: 12 Aug 2019 11:46
Last Modified: 12 Aug 2019 11:46
URI: http://eprints.uni-mysore.ac.in/id/eprint/6294

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