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 › peer-review

6 Citations (Scopus)

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

ASJC Scopus subject areas

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

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Scope and mechanism of nitrile dihydroboration mediated by a β-diketiminate manganese hydride catalyst. / Nguyen, Thao T.; Kim, Jun Hyeong; Kim, Suyeon; Oh, Changjin; Flores, Marco; Groy, Thomas L.; Baik, Mu Hyun; Trovitch, Ryan J.

In: Chemical Communications, Vol. 56, No. 28, 11.04.2020, p. 3959-3962.

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

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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.",

author = "Nguyen, {Thao T.} and Kim, {Jun Hyeong} and Suyeon Kim and Changjin Oh and Marco Flores and Groy, {Thomas L.} and Baik, {Mu Hyun} and Trovitch, {Ryan J.}",

note = "Funding Information: This material is based upon work supported by the National Science Foundation under Grant No. 1651686. M.-H. B. acknowledges the financial support from Institute for Basic Science (IBS-R10-A1).",

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AU - Nguyen, Thao T.

AU - Kim, Jun Hyeong

AU - Kim, Suyeon

AU - Oh, Changjin

AU - Flores, Marco

AU - Groy, Thomas L.

AU - Baik, Mu Hyun

AU - Trovitch, Ryan J.

N1 - Funding Information: This material is based upon work supported by the National Science Foundation under Grant No. 1651686. M.-H. B. acknowledges the financial support from Institute for Basic Science (IBS-R10-A1).

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N2 - 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.

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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