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Data from: Influence of Carbene and Phosphine Ligands on the Catalytic Activity of Gold Complexes in the Hydroamination and Hydrohydrazination of Alkynes

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Data from: Influence of Carbene and Phosphine Ligands on the Catalytic Activity of Gold Complexes in the Hydroamination and Hydrohydrazination of Alkynes

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Yazdani, Sima; Junor, Glen P.; Peltier, Jesse L.; Gembicky, Milan; Jazzar, Rodolphe; Grotjahn, Douglas B.; Bertrand, Guy (2020). Data from: Influence of Carbene and Phosphine Ligands on the Catalytic Activity of Gold Complexes in the Hydroamination and Hydrohydrazination of Alkynes. UC San Diego Library Digital Collections. Dataset. https://doi.org/10.6075/J0GB22FN

Description

ABSTRACT: Through kinetic measurements, catalytic and stoichiometric experiments, as well as DFT calculations, we compare the catalytic activity of gold complexes supported by a variety of ligands (R3P, NHC, CAAC-5, CAAC-6, BiCAAC) in the hydroamination and hydro-hydrazination of alkynes. This study provides a rationale for the superior efficiency of a gold complex bearing a bicyclic (alkyl)(amino)carbene (BiCAAC). We demonstrate that this ligand motif, which is readily available, provides a durable gold catalyst able to compete with sophisticated state-of-the-art phosphine and NHC ligands, which feature secondary interaction capabilities.

Creation Date
  • 2019 to 2020
Date Issued
  • 2020
Authors
Principal Investigator
Co Principal Investigators
Funding

This work was supported at UCSD by the U.S. Department of Energy, Office of Science, Basic Energy Sciences, Catalysis Science Program, under Award No. DE-SC0009376 (GB). At SDSU, experimental work was supported by NSF award CHE-1800598 (D.B.G.), and by a SDSU University Graduate Fellowship (S.Y.). Thanks are due to the Alfred P. Sloan Foundations University Centre for Exemplary Mentoring (G.P.J.). This material is based upon work supported by the National Science Foundation Graduate Research Fellowship Program under Grant No. (DGE-1650112; G.P.J. and J. L. P.). Any opinions, findings, and conclusions or recommendations expressed in this material are those of the author(s) and do not necessarily reflect the views of the National Science Foundation. We also acknowledge the Keck Foundation for provided computational resources.

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Identifier

Identifier: Douglas B. Grotjahn: https://orcid.org/0000-0002-2481-7889

Identifier: Glen P. Junor: https://orcid.org/0000-0002-6733-3577

Identifier: Guy Bertrand: https://orcid.org/0000-0003-2623-2363

Identifier: Jesse L. Peltier: https://orcid.org/0000-0002-3493-2127

Identifier: Rodolphe Jazzar: https://orcid.org/0000-0002-4156-7826

Identifier: Sima Yazdani: https://orcid.org/0000-0003-0261-7146

Related Resources

    Primary associated publication

    • Yazdani, Sima; Junor, Glen P.; Peltier, Jesse L.; Gembicky, Milan; Jazzar, Rodolphe; Grotjahn, Douglas B.; Bertrand, Guy (2020). Influence of Carbene and Phosphine Ligands on the Catalytic Activity of Gold Complexes in the Hydroamination and Hydrohydrazination of Alkynes. ACS Catal. 2020, 10, 5190-5201. https://doi.org/10.1021/acscatal.0c01352

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