Dioxygen mediated oxo-transfer to an amine and oxidative N-dealkylation chemistry with a dinuclear copper complex

Christiana Xin Zhang; Hong-Chang Liang; Eun-il Kim; Qing-Fen Gan; Zoltán Tyeklár; Kin-Chung Lam; Arnold L. Rheingold; Susan Kaderli; Andreas D. Zuberbühler; Kenneth D. Karlin

doi:10.1039/B009053K

Dioxygen mediated oxo-transfer to an amine and oxidative N-dealkylation chemistry with a dinuclear copper complex

Christiana Xin Zhang,^a Hong-Chang Liang,^a Eun-il Kim,^a Qing-Fen Gan,^a Zoltán Tyeklár,^a Kin-Chung Lam,^b Arnold L. Rheingold,^b Susan Kaderli,^c Andreas D. Zuberbühler^c and Kenneth D. Karlin*^a

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* Corresponding authors

^a Department of Chemistry, The Johns Hopkins University, Baltimore, MD 21218, USA.
E-mail: karlin@jhu.edu

^b Department of Chemistry, University of Delaware, Newark, DE 19716, USA

^c Institut für Anorganische Chemie, University of Basel, CH-4056, Basel, Switzerland

Abstract

Reaction of dioxygen with a dinuclear copper(I) complex of a new binucleating ligand is described, wherein a peroxo–dicopper(II) (Cu₂–O₂) intermediate leads to an oxo-transfer reaction to give an N-oxide of an N-benzyl internal ligand substrate; additionally observed regioselective oxidative N-dealkylation chemistry occurs.

Chemical Communications

Dioxygen mediated oxo-transfer to an amine and oxidative N-dealkylation chemistry with a dinuclear copper complex

Abstract

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Dioxygen mediated oxo-transfer to an amine and oxidative N-dealkylation chemistry with a dinuclear copper complex

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