Characterization and Reactivity of a Terminal Nickel(III)-Oxygen Adduct

Pirovano, Paolo; Farquhar, Erik R.; Swart, Marcel; Fitzpatrick, Anthony J.; Morgan, Grace G.; McDonald, Aidan R.

doi:10.1002/chem.201406485

Title: Characterization and Reactivity of a Terminal Nickel(III)-Oxygen Adduct

Journal Article · Thu Jan 22 00:00:00 EST 2015 · Chemistry - A European Journal

DOI:https://doi.org/10.1002/chem.201406485· OSTI ID:1228948

Pirovano, Paolo ^[1]; Farquhar, Erik R. ^[2]; Swart, Marcel ^[3]; Fitzpatrick, Anthony J. ^[4]; Morgan, Grace G. ^[4]; McDonald, Aidan R. ^[1]

Univ. of Dublin (Ireland)
Case Western Reserve Univ., Cleveland, OH (United States)
Univ. of Girona (Spain)
Univ. College Dublin (Ireland)

Here, high-valent terminal metal–oxygen adducts are hypothesized to be the potent oxidizing reactants in late transition metal oxidation catalysis. In particular, examples of high-valent terminal nickel–oxygen adducts are scarce, meaning there is a dearth in the understanding of such oxidants. A monoanionic Ni^II-bicarbonate complex has been found to react in a 1:1 ratio with the one-electron oxidant tris(4-bromophenyl)ammoniumyl hexachloroantimonate, yielding a thermally unstable intermediate in high yield (ca. 95%). Electronic absorption, electronic paramagnetic resonance, and X-ray absorption spectroscopies and density functional theory calculations confirm its description as a low-spin (S=1/2), square planar Ni^III–oxygen adduct. Moreover, this rare example of a high-valent terminal nickel–oxygen complex performs oxidations of organic substrates, including 2,6-di-tert-butylphenol and triphenylphosphine, which are indicative of hydrogen atom abstraction and oxygen atom transfer reactivity, respectively.

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Research Organization:: Brookhaven National Laboratory (BNL), Upton, NY (United States)

Sponsoring Organization:: USDOE Office of Science (SC), Basic Energy Sciences (BES)

Grant/Contract Number:: AC02–98CH10886; SC00112704; P30-EB-009998; UNGI08–4E-003; 2014SGR1202; CTQ2011–25086/BQU; CM1305; SFI/12/RC/2278

OSTI ID:: 1228948

Report Number(s):: BNL-111023-2015-JA

Journal Information:: Chemistry - A European Journal, Vol. 21, Issue 9; ISSN 0947-6539

Publisher:: ChemPubSoc EuropeCopyright Statement

Country of Publication:: United States

Language:: English

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Cited by: 33 works

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A C–C Bonded Phenoxyl Radical Dimer with a Zero Bond Dissociation Free Energy Wittman, Jessica M.; Hayoun, Rebecca; Kaminsky, Werner Journal of the American Chemical Society, Vol. 135, Issue 35 https://doi.org/10.1021/ja406500h	journal	August 2013
Axial Ligand Substituted Nonheme Fe ^IV O Complexes: Observation of Near-UV LMCT Bands and FeO Raman Vibrations Sastri, Chivukula V.; Park, Mi Joo; Ohta, Takehiro Journal of the American Chemical Society, Vol. 127, Issue 36 https://doi.org/10.1021/ja0540573	journal	September 2005
A Synthetic High-Spin Oxoiron(IV) Complex: Generation, Spectroscopic Characterization, and Reactivity England, Jason; Martinho, Marlène; Farquhar, Erik R. Angewandte Chemie International Edition, Vol. 48, Issue 20 https://doi.org/10.1002/anie.200900863	journal	May 2009
A Synthetic High-Spin Oxoiron(IV) Complex: Generation, Spectroscopic Characterization, and Reactivity England, Jason; Martinho, Marlène; Farquhar, Erik R. Angewandte Chemie, Vol. 121, Issue 20 https://doi.org/10.1002/ange.200900863	journal	May 2009
Unique Properties and Reactivity of High-Valent Manganese−Oxo versus Manganese−Hydroxo in the Salen Platform Kurahashi, Takuya; Kikuchi, Akihiro; Shiro, Yoshitsugu Inorganic Chemistry, Vol. 49, Issue 14 https://doi.org/10.1021/ic100673b	journal	July 2010

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