Aromatic Methoxylation and Hydroxylation by Organometallic High-Valent Nickel Complexes

Wen Zhou, Jason W. Schultz, Nigam P. Rath, Liviu M. Mirica

Research output: Contribution to journalArticlepeer-review

Abstract

Herein we report the synthesis and reactivity of several organometallic NiIII complexes stabilized by a modified tetradentate pyridinophane ligand containing one phenyl group. A room temperature stable dicationic NiIII-disolvento complex was also isolated, and the presence of two available cis coordination sites in this complex offers an opportunity to probe the C-heteroatom bond formation reactivity of high-valent Ni centers. Interestingly, the NiIII-dihydroxide and NiIII-dimethoxide species can be synthesized, and they undergo aryl methoxylation and hydroxylation that is favored by addition of oxidant, which also limits the β-hydride elimination side reaction. Overall, these results provide strong evidence for the involvement of high-valent organometallic Ni species, possibly both NiIII and NiIV species, in oxidatively induced C-heteroatom bond formation reactions.

Original languageEnglish (US)
Pages (from-to)7604-7607
Number of pages4
JournalJournal of the American Chemical Society
Volume137
Issue number24
DOIs
StatePublished - Jun 24 2015
Externally publishedYes

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)
  • Biochemistry
  • Colloid and Surface Chemistry

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