Selective Hydrogenation of 1,3-Butadiene and 1-Butyne over a Rh/Chitosan Catalyst Investigated by using Parahydrogen-Induced Polarization

Authors

  • Danila A. Barskiy,

    1. Laboratory of Magnetic Resonance Microimaging, International Tomography Center SB RAS, Insitutskaya Street, 3 A, 630090 Novosibirsk (Russia), Fax: (+7) 383-3331399
    2. Novosibirsk State University, Pirogova Street, 2, 630090 Novosibirsk (Russia)
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  • Dr.  Kirill V. Kovtunov,

    Corresponding author
    1. Laboratory of Magnetic Resonance Microimaging, International Tomography Center SB RAS, Insitutskaya Street, 3 A, 630090 Novosibirsk (Russia), Fax: (+7) 383-3331399
    2. Novosibirsk State University, Pirogova Street, 2, 630090 Novosibirsk (Russia)
    • Laboratory of Magnetic Resonance Microimaging, International Tomography Center SB RAS, Insitutskaya Street, 3 A, 630090 Novosibirsk (Russia), Fax: (+7) 383-3331399
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  • Dr.  Ana Primo,

    1. Instituto de Tecnologia Quimica UPV-CSIC, Avda. de los Naranjos, s/n, 46022 Valencia (Spain)
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  • Prof.  Avelino Corma,

    1. Instituto de Tecnologia Quimica UPV-CSIC, Avda. de los Naranjos, s/n, 46022 Valencia (Spain)
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  • Prof.  Robert Kaptein,

    1. Novosibirsk State University, Pirogova Street, 2, 630090 Novosibirsk (Russia)
    2. Bijvoet Center, University of Utrecht, Padualaan 8, 3584 CH Utrecht (The Netherlands)
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  • Prof.  Igor V. Koptyug

    1. Laboratory of Magnetic Resonance Microimaging, International Tomography Center SB RAS, Insitutskaya Street, 3 A, 630090 Novosibirsk (Russia), Fax: (+7) 383-3331399
    2. Novosibirsk State University, Pirogova Street, 2, 630090 Novosibirsk (Russia)
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Abstract

Hydrogenation of 1,3-butadiene and 1-butyne over the Rh/chitosan catalyst in gaseous and liquid phases was investigated by using the NMR and parahydrogen-induced polarization technique. The Rh/chitosan system was a very selective catalyst for the partial hydrogenation of 1,3-butadiene and 1-butyne to 1- and 2-butenes. The catalyst demonstrated high activity in the hydrogenation of 1-butyne after its activation in the hydrogenation of 1,3-butadiene. Therefore, the Rh/chitosan catalyst was used for the catalytic removal of 1,3-butadiene and 1-butyne from gaseous butene streams. Moreover, the syn- and anti-addition of the hydrogen molecule to substrates proceeded in a pairwise manner in the gas phase heterogeneous hydrogenation as was demonstrated by parahydrogen-induced polarization. However, in the liquid phase hydrogenation of 1-butyne, both hydrogen atoms from the same hydrogen molecule were added to 1-butyne only through the syn-addition route.

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