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

Fengrui Qu; Julia R Khusnutdinova; Nigam P Rath; Liviu M Mirica

doi:10.1039/c3cc49387c

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

Chem Commun (Camb). 2014 Mar 21;50(23):3036-9. doi: 10.1039/c3cc49387c.

Authors

Fengrui Qu¹, Julia R Khusnutdinova, Nigam P Rath, Liviu M Mirica

Affiliation

¹ Department of Chemistry, Washington University, One Brookings Drive, St. Louis, Missouri 63130-4899, USA. mirica@wustl.edu.

PMID: 24509780
DOI: 10.1039/c3cc49387c

Abstract

The complex (Me3tacn)Pd(II)(CH2CMe2C6H4) is readily oxidized by O2 or H2O2 to yield the Pd(IV)-OH complex [(Me3tacn)Pd(IV)(OH)(CH2CMe2C6H4)](+). Thermolysis of this product leads to the selective C(sp(2))-O reductive elimination of 2-tert-butylphenol, no C(sp(3))-O elimination product being detected. This system represents a rare example of selective C(sp(2))-O bond formation that is relevant to Pd-catalyzed aerobic C-H hydroxylation reactions.