Scope and mechanism of nitrile dihydroboration mediated by a β-diketiminate manganese hydride catalyst

Thao T. Nguyen; Jun Hyeong Kim; Suyeon Kim; Changjin Oh; Marco Flores; Thomas L. Groy; Mu Hyun Baik; Ryan J. Trovitch

doi:10.1039/c9cc09921b

Scope and mechanism of nitrile dihydroboration mediated by a β-diketiminate manganese hydride catalyst

Thao T. Nguyen, Jun Hyeong Kim, Suyeon Kim, Changjin Oh, Marco Flores, Thomas L. Groy, Mu Hyun Baik, Ryan J. Trovitch

Arizona State University

Research output: Contribution to journal › Article

Abstract

The manganese hydride dimer, [(^2,6-iPr₂PhBDI)Mn(μ-H)]₂, was found to mediate nitrile dihydroboration, rendering it the first manganese catalyst for this transformation. Stoichiometric experiments revealed that benzonitrile insertion affords [(^2,6-iPr₂PhBDI)Mn(μ-NCHC₆H₅)]₂ en route to N,N-diborylamine formation. Density functional theory calculations reveal the precise mechanism and demonstrate that catalysis is promoted by monomeric species.

Original language	English
Pages (from-to)	3959-3962
Number of pages	4
Journal	Chemical Communications
Volume	56
Issue number	28
DOIs	https://doi.org/10.1039/c9cc09921b
Publication status	Published - Apr 11 2020

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ASJC Scopus subject areas

Catalysis
Electronic, Optical and Magnetic Materials
Ceramics and Composites
Chemistry(all)
Surfaces, Coatings and Films
Metals and Alloys
Materials Chemistry

Cite this

Nguyen, T. T., Kim, J. H., Kim, S., Oh, C., Flores, M., Groy, T. L., Baik, M. H., & Trovitch, R. J. (2020). Scope and mechanism of nitrile dihydroboration mediated by a β-diketiminate manganese hydride catalyst. Chemical Communications, 56(28), 3959-3962. https://doi.org/10.1039/c9cc09921b

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abstract = "The manganese hydride dimer, [(2,6-iPr2PhBDI)Mn(μ-H)]2, was found to mediate nitrile dihydroboration, rendering it the first manganese catalyst for this transformation. Stoichiometric experiments revealed that benzonitrile insertion affords [(2,6-iPr2PhBDI)Mn(μ-NCHC6H5)]2 en route to N,N-diborylamine formation. Density functional theory calculations reveal the precise mechanism and demonstrate that catalysis is promoted by monomeric species.",

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AU - Nguyen, Thao T.

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AU - Oh, Changjin

AU - Flores, Marco

AU - Groy, Thomas L.

AU - Baik, Mu Hyun

AU - Trovitch, Ryan J.

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AB - The manganese hydride dimer, [(2,6-iPr2PhBDI)Mn(μ-H)]2, was found to mediate nitrile dihydroboration, rendering it the first manganese catalyst for this transformation. Stoichiometric experiments revealed that benzonitrile insertion affords [(2,6-iPr2PhBDI)Mn(μ-NCHC6H5)]2 en route to N,N-diborylamine formation. Density functional theory calculations reveal the precise mechanism and demonstrate that catalysis is promoted by monomeric species.

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10.1039/c9cc09921b