Mono-N-methylation of anilines with methanol catalyzed by a manganese pincer-complex
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Bruneau-Voisine, Antoine
[1
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Wang, Ding
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Univ Rennes 1, Inst Sci Chim Rennes, UMR CNRS 6226, Team Organometall Mat & Catalysis, 263 Ave Gen Leclerc, F-35046 Rennes, FranceUniv Rennes 1, Inst Sci Chim Rennes, UMR CNRS 6226, Team Organometall Mat & Catalysis, 263 Ave Gen Leclerc, F-35046 Rennes, France
Wang, Ding
[1
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Dorcet, Vincent
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Roisnel, Thierry
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Univ Rennes 1, Inst Sci Chim Rennes, UMR CNRS 6226, Ctr Diffractometrie X, 263 Ave Gen Leclerc, F-35046 Rennes, FranceUniv Rennes 1, Inst Sci Chim Rennes, UMR CNRS 6226, Team Organometall Mat & Catalysis, 263 Ave Gen Leclerc, F-35046 Rennes, France
Roisnel, Thierry
[2
]
Darcel, Christophe
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Univ Rennes 1, Inst Sci Chim Rennes, UMR CNRS 6226, Team Organometall Mat & Catalysis, 263 Ave Gen Leclerc, F-35046 Rennes, FranceUniv Rennes 1, Inst Sci Chim Rennes, UMR CNRS 6226, Team Organometall Mat & Catalysis, 263 Ave Gen Leclerc, F-35046 Rennes, France
Darcel, Christophe
[1
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Sortais, Jean-Baptiste
[1
,3
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[1] Univ Rennes 1, Inst Sci Chim Rennes, UMR CNRS 6226, Team Organometall Mat & Catalysis, 263 Ave Gen Leclerc, F-35046 Rennes, France
[2] Univ Rennes 1, Inst Sci Chim Rennes, UMR CNRS 6226, Ctr Diffractometrie X, 263 Ave Gen Leclerc, F-35046 Rennes, France
[3] Inst Univ France, 1 Rue Descartes, F-75231 Paris 05, France
The selective mono-N-methylation of anilines derivatives was achieved under mild conditions using inexpensive methanol as Cl source. Under hydrogen borrowing conditions, using a tridentate (PNP)-P-3 manganese pre-catalyst (5 mol%), a catalytic amount of base (20 mol%), for 24 h at 120 degrees C, a large variety of anilines derivatives was methylated in good to excellent yield. Mechanistic investigations allowed us to isolate and characterize by X-ray diffraction studies a de-aromatized manganese intermediate. (C) 2017 Elsevier Inc. All rights reserved.
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Stockholm Univ, Arrhenius Lab, Dept Organ Chem, SE-10691 Stockholm, SwedenStockholm Univ, Arrhenius Lab, Dept Organ Chem, SE-10691 Stockholm, Sweden
Aydin, Juhanes
Conrad, Cathrin S.
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Stockholm Univ, Arrhenius Lab, Dept Organ Chem, SE-10691 Stockholm, SwedenStockholm Univ, Arrhenius Lab, Dept Organ Chem, SE-10691 Stockholm, Sweden
Conrad, Cathrin S.
Szabo, Kalman J.
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Stockholm Univ, Arrhenius Lab, Dept Organ Chem, SE-10691 Stockholm, SwedenStockholm Univ, Arrhenius Lab, Dept Organ Chem, SE-10691 Stockholm, Sweden
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Institut für Technische und Makromolekulare Chemie, RWTH Aachen University, Worringer Weg 2, Aachen,52074, GermanyInstitut für Technische und Makromolekulare Chemie, RWTH Aachen University, Worringer Weg 2, Aachen,52074, Germany
Kaithal, Akash
van Bonn, Pit
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Institut für Technische und Makromolekulare Chemie, RWTH Aachen University, Worringer Weg 2, Aachen,52074, GermanyInstitut für Technische und Makromolekulare Chemie, RWTH Aachen University, Worringer Weg 2, Aachen,52074, Germany
van Bonn, Pit
Hölscher, Markus
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Institut für Technische und Makromolekulare Chemie, RWTH Aachen University, Worringer Weg 2, Aachen,52074, GermanyInstitut für Technische und Makromolekulare Chemie, RWTH Aachen University, Worringer Weg 2, Aachen,52074, Germany
Hölscher, Markus
Leitner, Walter
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Institut für Technische und Makromolekulare Chemie, RWTH Aachen University, Worringer Weg 2, Aachen,52074, Germany
Max-Planck-Institut für chemische Energiekonversion, Stiftstraße 34–36, Mülheim a.d. Ruhr,45470, GermanyInstitut für Technische und Makromolekulare Chemie, RWTH Aachen University, Worringer Weg 2, Aachen,52074, Germany
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Hebei Normal Univ, Coll Chem & Mat Sci, Hebei Technol Innovat Ctr Energy Convers Mat & Dev, Hebei Key Lab Organ Funct Mol, Shijiazhuang 050024, Peoples R ChinaHebei Normal Univ, Coll Chem & Mat Sci, Hebei Technol Innovat Ctr Energy Convers Mat & Dev, Hebei Key Lab Organ Funct Mol, Shijiazhuang 050024, Peoples R China
Bai, Mengxuan
Zhang, Shengxin
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Hebei Normal Univ, Coll Chem & Mat Sci, Hebei Technol Innovat Ctr Energy Convers Mat & Dev, Hebei Key Lab Organ Funct Mol, Shijiazhuang 050024, Peoples R ChinaHebei Normal Univ, Coll Chem & Mat Sci, Hebei Technol Innovat Ctr Energy Convers Mat & Dev, Hebei Key Lab Organ Funct Mol, Shijiazhuang 050024, Peoples R China
Zhang, Shengxin
Lin, Zhengguo
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Hebei Normal Univ, Coll Chem & Mat Sci, Hebei Technol Innovat Ctr Energy Convers Mat & Dev, Hebei Key Lab Organ Funct Mol, Shijiazhuang 050024, Peoples R ChinaHebei Normal Univ, Coll Chem & Mat Sci, Hebei Technol Innovat Ctr Energy Convers Mat & Dev, Hebei Key Lab Organ Funct Mol, Shijiazhuang 050024, Peoples R China
Lin, Zhengguo
Hao, Zhiqiang
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Hebei Normal Univ, Coll Chem & Mat Sci, Hebei Technol Innovat Ctr Energy Convers Mat & Dev, Hebei Key Lab Organ Funct Mol, Shijiazhuang 050024, Peoples R ChinaHebei Normal Univ, Coll Chem & Mat Sci, Hebei Technol Innovat Ctr Energy Convers Mat & Dev, Hebei Key Lab Organ Funct Mol, Shijiazhuang 050024, Peoples R China
Hao, Zhiqiang
Han, Zhangang
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Hebei Normal Univ, Coll Chem & Mat Sci, Hebei Technol Innovat Ctr Energy Convers Mat & Dev, Hebei Key Lab Organ Funct Mol, Shijiazhuang 050024, Peoples R ChinaHebei Normal Univ, Coll Chem & Mat Sci, Hebei Technol Innovat Ctr Energy Convers Mat & Dev, Hebei Key Lab Organ Funct Mol, Shijiazhuang 050024, Peoples R China
Han, Zhangang
Lu, Guo-Liang
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Univ Auckland, Fac Med & Hlth Sci, Auckland Canc Soc Res Ctr, Auckland 1142, New Zealand
Univ Auckland, Maurice Wilkins Ctr, Auckland 1142, New ZealandHebei Normal Univ, Coll Chem & Mat Sci, Hebei Technol Innovat Ctr Energy Convers Mat & Dev, Hebei Key Lab Organ Funct Mol, Shijiazhuang 050024, Peoples R China
Lu, Guo-Liang
Lin, Jin
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Hebei Normal Univ, Coll Chem & Mat Sci, Hebei Technol Innovat Ctr Energy Convers Mat & Dev, Hebei Key Lab Organ Funct Mol, Shijiazhuang 050024, Peoples R ChinaHebei Normal Univ, Coll Chem & Mat Sci, Hebei Technol Innovat Ctr Energy Convers Mat & Dev, Hebei Key Lab Organ Funct Mol, Shijiazhuang 050024, Peoples R China
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Purdue Univ, Brown Lab, Dept Chem, 560 Oval Dr, W Lafayette, IN 47907 USAPurdue Univ, Brown Lab, Dept Chem, 560 Oval Dr, W Lafayette, IN 47907 USA
Mazzotta, Michael G.
Xiong, Manxi
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Univ Calif Santa Barbara, Dept Chem & Biochem, Santa Barbara, CA 93106 USAPurdue Univ, Brown Lab, Dept Chem, 560 Oval Dr, W Lafayette, IN 47907 USA
Xiong, Manxi
Abu-Omar, Mandi M.
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Univ Calif Santa Barbara, Dept Chem & Biochem, Santa Barbara, CA 93106 USAPurdue Univ, Brown Lab, Dept Chem, 560 Oval Dr, W Lafayette, IN 47907 USA
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Indian Inst Sci Educ & Res Kolkata, Dept Chem Sci, Mohanpur 741246, West Bengal, IndiaIndian Inst Sci Educ & Res Kolkata, Dept Chem Sci, Mohanpur 741246, West Bengal, India
Sarkar, Koushik
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Kumar, Pramod
Mule, Arjun
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Indian Inst Sci Educ & Res Kolkata, Dept Chem Sci, Mohanpur 741246, West Bengal, IndiaIndian Inst Sci Educ & Res Kolkata, Dept Chem Sci, Mohanpur 741246, West Bengal, India