Issue 23, 2014

Dioxygen activation by an organometallic Pd(ii) precursor: formation of a Pd(iv)–OH complex and its C–O bond formation reactivity

Abstract

The complex (Me3tacn)PdII(CH2CMe2C6H4) is readily oxidized by O2 or H2O2 to yield the PdIV–OH complex [(Me3tacn)PdIV(OH)(CH2CMe2C6H4)]+. Thermolysis of this product leads to the selective C(sp2)–O reductive elimination of 2-tert-butylphenol, no C(sp3)–O elimination product being detected. This system represents a rare example of selective C(sp2)–O bond formation that is relevant to Pd-catalyzed aerobic C–H hydroxylation reactions.

Graphical abstract: Dioxygen activation by an organometallic Pd(ii) precursor: formation of a Pd(iv)–OH complex and its C–O bond formation reactivity

Supplementary files

Article information

Article type
Communication
Submitted
10 Dec 2013
Accepted
27 Jan 2014
First published
27 Jan 2014

Chem. Commun., 2014,50, 3036-3039

Author version available

Dioxygen activation by an organometallic Pd(II) precursor: formation of a Pd(IV)–OH complex and its C–O bond formation reactivity

F. Qu, J. R. Khusnutdinova, N. P. Rath and L. M. Mirica, Chem. Commun., 2014, 50, 3036 DOI: 10.1039/C3CC49387C

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