title: Copper Catalyzed sp3C-H Etherification with Acyl Protected Phenols.
abstract: A variety of acyl protected phenols AcOAr participate in sp3C-H etherification of substrates R-H to give alkyl aryl ethers R-OAr employingtBuOOtBu as oxidant with copper(I) β-diketiminato catalysts [CuI]. Although 1°, 2°, and 3° C-H bonds may be functionalized, selectivity studies reveal a preference for the construction of hindered, 3° C-OAr bonds. Mechanistic studies indicate that β-diketiminato copper(II) phenolates [CuII]-OAr play a key role in this C-O bond forming reaction, formed via transesterification of AcOAr with [CuII]-OtBu intermediates generated upon reaction of [CuI] withtBuOOtBu.
authors.affiliation: Department of Chemistry, Georgetown University , Box 571227-1227, Washington, D.C. 20057, United States.|Department of Chemistry, Purdue University , 560 Oval Drive, West Lafayette, Indiana 47907, United States.
authors.forename: Tolani K
authors.initials: TK
authors.lastname: Salvador
authors.affiliation: Department of Chemistry, Georgetown University , Box 571227-1227, Washington, D.C. 20057, United States.
authors.forename: Charles H
authors.initials: CH
authors.lastname: Arnett
authors.affiliation: Department of Chemistry, Georgetown University , Box 571227-1227, Washington, D.C. 20057, United States.
authors.forename: Subrata
authors.identifier: 0000-0002-3533-3206
authors.initials: S
authors.lastname: Kundu
authors.affiliation: Department of Chemistry, Georgetown University , Box 571227-1227, Washington, D.C. 20057, United States.
authors.forename: Nicholas G
authors.initials: NG
authors.lastname: Sapiezynski
authors.affiliation: Department of Chemistry, Georgetown University , Box 571227-1227, Washington, D.C. 20057, United States.
authors.forename: Jeffery A
authors.initials: JA
authors.lastname: Bertke
authors.affiliation: Department of Chemistry, Georgetown University , Box 571227-1227, Washington, D.C. 20057, United States.
authors.forename: Mahdi
authors.initials: M
authors.lastname: Raghibi Boroujeni
authors.affiliation: Department of Chemistry, Georgetown University , Box 571227-1227, Washington, D.C. 20057, United States.
authors.forename: Timothy H
authors.identifier: 0000-0001-9217-8890
authors.initials: TH
authors.lastname: Warren