Electrophilic Organoiridium(III) Pincer Complexes on Sulfated Zirconia for Hydrocarbon Activation and Functionalization

Syed, Zoha H.; Kaphan, David M.; Perras, Frédéric A.; Pruski, Marek; Ferrandon, Magali S.; Wegener, Evan C.; Celik, Gokhan; Wen, Jianguo; Liu, Cong; Dogan, Fulya; Goldberg, Karen I.; Delferro, Massimiliano

doi:10.1021/jacs.9b00896

Electrophilic Organoiridium(III) Pincer Complexes on Sulfated Zirconia for Hydrocarbon Activation and Functionalization

Journal Article · Mon Apr 22 00:00:00 EDT 2019 · Journal of the American Chemical Society

DOI:https://doi.org/10.1021/jacs.9b00896· OSTI ID:1509486

Syed, Zoha H. ^[1]; ^[1]; Perras, Frédéric A. ^[2]; ^[3]; Ferrandon, Magali S. ^[1]; Wegener, Evan C. ^[1]; Celik, Gokhan ^[1]; ^[1]; ^[1]; ^[1]; ^[4]; ^[1]

Argonne National Lab. (ANL), Lemont, IL (United States)
Ames Lab., Ames, IA (United States)
Ames Lab. and Iowa State Univ., Ames, IA (United States)
Univ. of Pennsylvania, Philadelphia, PA (United States)

Single-site supported organometallic catalysts bring together the favorable aspects of homogeneous and heterogeneous catalysis while offering opportunities to investigate the impact of metal-support interactions on reactivity. We report a (^dmPhebox)Ir(III) (^dmPhebox = 2,6-bis(4,4-dimethyloxazolinyl)-3,5-dimethylphenyl) complex chemisorbed on sulfated zirconia, the molecular precursor for which was previously applied to hydrocarbon functionalization. Spectroscopic methods such as diffuse reflectance infrared Fourier transformation spectroscopy (DRIFTS), dynamic nuclear polarization (DNP)-enhanced solid-state nuclear magnetic resonance (SSNMR) spectroscopy, and X-ray absorption spectroscopy (XAS) were used to characterize the supported species. Tetrabutylammonium acetate was found to remove the organometallic species from the surface, enabling solution-phase analytical techniques in conjunction with traditional surface methods. Cationic character was imparted to the iridium center by its grafting onto sulfated zirconia, imbuing high levels of activity in electrophilic C–H bond functionalization reactions such as the stoichiometric dehydrogenation of alkanes, with density functional theory (DFT) calculations showing a lower barrier for β–H elimination. Catalytic hydrogenation of olefins was also facilitated by the sulfated zirconia-supported (^dmPhebox)Ir(III) complex, while the homologous complex on silica was inactive under comparable conditions.

View Accepted Manuscript (DOE)

Research Organization:: Ames Laboratory (AMES), Ames, IA (United States); Argonne National Lab. (ANL), Lemont, IL (United States); Lawrence Berkeley National Laboratory-National Energy Research Scientific Computing Center (NERSC)

Sponsoring Organization:: USDOE Office of Science (SC), Basic Energy Sciences (BES) (SC-22); USDOE Office of Science (SC), Workforce Development for Teachers and Scientists (WDTS) (SC-27); USDOE Office of Science (SC), Workforce Development for Teachers and Scientists (WDTS) (SC-27)

Grant/Contract Number:: AC02-06CH11357; AC02-07CH11358

OSTI ID:: 1509486

Alternate ID(s):: OSTI ID: 1532537
OSTI ID: 1542882

Report Number(s):: IS-J--9872

Journal Information:: Journal of the American Chemical Society, Journal Name: Journal of the American Chemical Society Journal Issue: 15 Vol. 141; ISSN 0002-7863

Publisher:: American Chemical Society (ACS)Copyright Statement

Country of Publication:: United States

Language:: English

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Electrophilic Organoiridium(III) Pincer Complexes on Sulfated Zirconia for Hydrocarbon Activation and Functionalization

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