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

27 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

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

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

year = "2020",

month = apr,

day = "11",

doi = "10.1039/c9cc09921b",

language = "English (US)",

volume = "56",

pages = "3959--3962",

journal = "Chemical Communications",

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publisher = "Royal Society of Chemistry",

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TY - JOUR

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.

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). Publisher Copyright: © The Royal Society of Chemistry.

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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DO - 10.1039/c9cc09921b

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JO - Chemical Communications

JF - 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

Abstract

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CCDC 1973606: Experimental Crystal Structure Determination

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