Synthesis and Reactivity of Paramagnetic Nickel Polypyridyl Complexes Relevant to C(sp                         2                         )–C(sp                         3                         )Coupling Reactions

Megan Mohadjer Beromi; Gary W. Brudvig; Nilay Hazari; Hannah M.C. Lant; Brandon Q. Mercado

doi:10.1002/anie.201901866

Synthesis and Reactivity of Paramagnetic Nickel Polypyridyl Complexes Relevant to C(sp ² )–C(sp ³ )Coupling Reactions

Megan Mohadjer Beromi, Gary W. Brudvig, Nilay Hazari, Hannah M.C. Lant, Brandon Q. Mercado

Yale University

Research output: Contribution to journal › Article › peer-review

23 Citations (Scopus)

Abstract

A number of new transition metal catalyzed methods for the formation of C(sp ² )–C(sp ³ ) bonds have recently been described. These reactions often utilize bidentate polypyridyl-ligated Ni catalysts, and paramagnetic Ni ^I halide or aryl species are proposed in the catalytic cycles. However, there is little knowledge about complexes of this type. Here, we report the synthesis of paramagnetic bidentate polypyridyl-ligated Ni halide and aryl complexes through elementary reactions proposed in catalytic cycles for C(sp ² )–C(sp ³ ) bond formation. We investigate the ability of these complexes to undergo organometallic reactions that are relevant to C(sp ² )–C(sp ³ ) coupling through stoichiometric studies and also explore their catalytic activity.

Original language	English
Pages (from-to)	6094-6098
Number of pages	5
Journal	Angewandte Chemie - International Edition
Volume	58
Issue number	18
DOIs	https://doi.org/10.1002/anie.201901866
Publication status	Published - Apr 23 2019

Keywords

catalysis
cross-electrophile coupling
nickel(I) Complexes
polypyridyl ligands
reaction mechanism

ASJC Scopus subject areas

Catalysis
Chemistry(all)

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10.1002/anie.201901866

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Mohadjer Beromi, M., Brudvig, G. W., Hazari, N., Lant, H. M. C., & Mercado, B. Q. (2019). Synthesis and Reactivity of Paramagnetic Nickel Polypyridyl Complexes Relevant to C(sp ² )–C(sp ³ )Coupling Reactions Angewandte Chemie - International Edition, 58(18), 6094-6098. https://doi.org/10.1002/anie.201901866

Synthesis and Reactivity of Paramagnetic Nickel Polypyridyl Complexes Relevant to C(sp ² )–C(sp ³ )Coupling Reactions . / Mohadjer Beromi, Megan; Brudvig, Gary W.; Hazari, Nilay; Lant, Hannah M.C.; Mercado, Brandon Q.

In: Angewandte Chemie - International Edition, Vol. 58, No. 18, 23.04.2019, p. 6094-6098.

Research output: Contribution to journal › Article › peer-review

Mohadjer Beromi, M, Brudvig, GW, Hazari, N, Lant, HMC & Mercado, BQ 2019, ' Synthesis and Reactivity of Paramagnetic Nickel Polypyridyl Complexes Relevant to C(sp ² )–C(sp ³ )Coupling Reactions ', Angewandte Chemie - International Edition, vol. 58, no. 18, pp. 6094-6098. https://doi.org/10.1002/anie.201901866

Mohadjer Beromi M, Brudvig GW, Hazari N, Lant HMC, Mercado BQ. Synthesis and Reactivity of Paramagnetic Nickel Polypyridyl Complexes Relevant to C(sp ² )–C(sp ³ )Coupling Reactions Angewandte Chemie - International Edition. 2019 Apr 23;58(18):6094-6098. https://doi.org/10.1002/anie.201901866

Mohadjer Beromi, Megan ; Brudvig, Gary W. ; Hazari, Nilay ; Lant, Hannah M.C. ; Mercado, Brandon Q. / Synthesis and Reactivity of Paramagnetic Nickel Polypyridyl Complexes Relevant to C(sp ² )–C(sp ³ )Coupling Reactions In: Angewandte Chemie - International Edition. 2019 ; Vol. 58, No. 18. pp. 6094-6098.

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title = " Synthesis and Reactivity of Paramagnetic Nickel Polypyridyl Complexes Relevant to C(sp 2 )–C(sp 3 )Coupling Reactions ",

abstract = " A number of new transition metal catalyzed methods for the formation of C(sp 2 )–C(sp 3 ) bonds have recently been described. These reactions often utilize bidentate polypyridyl-ligated Ni catalysts, and paramagnetic Ni I halide or aryl species are proposed in the catalytic cycles. However, there is little knowledge about complexes of this type. Here, we report the synthesis of paramagnetic bidentate polypyridyl-ligated Ni halide and aryl complexes through elementary reactions proposed in catalytic cycles for C(sp 2 )–C(sp 3 ) bond formation. We investigate the ability of these complexes to undergo organometallic reactions that are relevant to C(sp 2 )–C(sp 3 ) coupling through stoichiometric studies and also explore their catalytic activity. ",

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note = "Funding Information: N.H. acknowledges support from the NIHGMS (Award Number R01GM120162). M.M. thanks the NSF for support as a Graduate Research Fellow. The EPR spectroscopy work was supported by the DOE, Office of Basic Energy Sciences, Division of Chemical Sciences grant DE-FG02-05ER15646 (H.M.C.L. and G.W.B.). N.H. is a Camille and Henry-Dreyfus Foundation Teacher Scholar. We are grateful to Andrew Walden, Catherine Wise and the Mayer laboratory for assistance with electrochemistry, Fabian Menges and Evan Perez for help with mass spectrometry, and Min Li for assistance with X-ray photoelectron spectroscopy. Publisher Copyright: {\textcopyright} 2019 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim",

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