TY - JOUR
T1 - Breaking binary competitive adsorption in the domino synthesis of pyrroles from furan alcohols and nitroarenes over metal phosphide
AU - Li, Xiang
AU - Zhang, Likang
AU - Wu, Zeliang
AU - Chen, Shixia
AU - Wang, Jun
AU - Zeng, Zheling
AU - Zou, Ji Jun
AU - Deng, Shuguang
AU - Deng, Qiang
N1 - Publisher Copyright:
© 2022 Elsevier B.V.
PY - 2022/11/5
Y1 - 2022/11/5
N2 - Herein, an efficient domino synthesis for N-aryl pyrroles and tetrahydropyrroles from biomass-derived furan alcohols (i.e., 5-methyl furfuryl alcohol, and 2,5-bis(hydroxymethyl)furan) and nitrobenzenes was reported for the first time over metal phosphides. Dual active sites, including metal sites for nitro hydrogenation, acid sites for furan alcohol ring-opening determine the catalytic performance. Different from traditional tandem catalysts of Pd/C and HZSM-5 or Amberlyst-15 that suffer from binary competitive adsorption of furan and nitro groups on metal sites, as well as hydroxyl and hydrogenated amino groups on the acidic sites, metal phosphides show unexpected cooperative catalytic properties with the oriented synthesis of pyrroles over NiCoP and tetrahydropyrroles over Ni2P. Furthermore, the catalyst displays outstanding stability and recycling performance after 4 runs. This work demonstrates an effective strategy for governing reaction routes by selective activation and shows the powerful synergistic effect of hydrogenation and acid catalysis.
AB - Herein, an efficient domino synthesis for N-aryl pyrroles and tetrahydropyrroles from biomass-derived furan alcohols (i.e., 5-methyl furfuryl alcohol, and 2,5-bis(hydroxymethyl)furan) and nitrobenzenes was reported for the first time over metal phosphides. Dual active sites, including metal sites for nitro hydrogenation, acid sites for furan alcohol ring-opening determine the catalytic performance. Different from traditional tandem catalysts of Pd/C and HZSM-5 or Amberlyst-15 that suffer from binary competitive adsorption of furan and nitro groups on metal sites, as well as hydroxyl and hydrogenated amino groups on the acidic sites, metal phosphides show unexpected cooperative catalytic properties with the oriented synthesis of pyrroles over NiCoP and tetrahydropyrroles over Ni2P. Furthermore, the catalyst displays outstanding stability and recycling performance after 4 runs. This work demonstrates an effective strategy for governing reaction routes by selective activation and shows the powerful synergistic effect of hydrogenation and acid catalysis.
KW - Competitive adsorption
KW - Hydrogenation
KW - Metal phosphide
KW - N-aryl pyrroles
KW - Ring-opening
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U2 - 10.1016/j.apcatb.2022.121665
DO - 10.1016/j.apcatb.2022.121665
M3 - Article
AN - SCOPUS:85133201388
SN - 0926-3373
VL - 316
JO - Applied Catalysis B: Environmental
JF - Applied Catalysis B: Environmental
M1 - 121665
ER -