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

Molecular Sciences, School of (SMS)

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

32 Scopus citations

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

ASJC Scopus subject areas

Electronic, Optical and Magnetic Materials
General Chemistry
Ceramics and Composites
Metals and Alloys
Materials Chemistry
Surfaces, Coatings and Films
Catalysis

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10.1039/c9cc09921b

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title = "Scope and mechanism of nitrile dihydroboration mediated by a β-diketiminate manganese hydride catalyst",

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 = "Publisher Copyright: {\textcopyright} The Royal Society of Chemistry.",

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doi = "10.1039/c9cc09921b",

language = "English (US)",

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T1 - Scope and mechanism of nitrile dihydroboration mediated by a β-diketiminate manganese hydride catalyst

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.

PY - 2020/4/11

Y1 - 2020/4/11

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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JO - Chemical Communications

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ER -

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

Abstract

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CCDC 1973606: Experimental Crystal Structure Determination

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

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CCDC 1973606: Experimental Crystal Structure Determination

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