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Issue 10, 2018
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Mn(I) organometallics containing the iPr2P(CH2)2PiPr2 ligand for the catalytic hydration of aromatic nitriles

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Abstract

The first example of a homogeneous hydration of aromatic nitriles catalyzed by manganese molecular compounds is reported. The Mn(I) organometallics fac-[(CO)3Mn(dippe)(Z)]1−nX1−n (n = 0, 1; Z = Br, OTf, PhCN; X = OTf) were synthesized and characterized, and their reactivity was studied. The species fac-[(CO)3Mn(dippe)(OTf)] (2) was used as a catalyst precursor for the selective hydration of benchmark benzonitrile (2 mol% 2, THF/H2O 1 : 2 v/v, 18 h, 100 °C) to produce benzamide in 90% isolated yield. A series of (hetero)aromatic nitriles were hydrated to synthesize the corresponding amides in very good to excellent yields (88–94%). Isotopic labeling studies accounted for a proton transfer as the rate-determining step.

Graphical abstract: Mn(i) organometallics containing the iPr2P(CH2)2PiPr2 ligand for the catalytic hydration of aromatic nitriles

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Publication details

The article was received on 28 Feb 2018, accepted on 10 Apr 2018 and first published on 11 Apr 2018


Article type: Paper
DOI: 10.1039/C8CY00416A
Citation: Catal. Sci. Technol., 2018,8, 2606-2616
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    Mn(I) organometallics containing the iPr2P(CH2)2PiPr2 ligand for the catalytic hydration of aromatic nitriles

    J. A. Garduño, A. Arévalo, M. Flores-Alamo and J. J. García, Catal. Sci. Technol., 2018, 8, 2606
    DOI: 10.1039/C8CY00416A

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