Chinese Journal of Organic Chemistry ›› 2023, Vol. 43 ›› Issue (8): 2953-2960.DOI: 10.6023/cjoc202301016 Previous Articles     Next Articles


刘长俊a, 胡慧玲a, 刘宬宏a, 朱超杰b,*(), 唐天地a,*()   

  1. a 常州大学石油化工学院 江苏常州 213164
    b 东南大学化学化工学院 南京 211189
  • 收稿日期:2023-01-17 修回日期:2023-03-03 发布日期:2023-03-30
  • 基金资助:
    国家自然科学基金(21776022); 国家自然科学基金(22178029)

Pd Supported on Mesoporous ETS-10 Zeolite Catalyst with Superior Catalytic Performances in Synthesizing 1,2-Diones from the Oxidation of Internal Alkynes

Changjun Liua, Huiling Hua, Chenghong Liua, Chaojie Zhub(), Tiandi Tanga()   

  1. a School of Petrochemical Engineering, Changzhou University, Changzhou, Jiangsu 213164
    b School of Chemistry and Chemical Engineering, Southeast University, Nanjing 211189
  • Received:2023-01-17 Revised:2023-03-03 Published:2023-03-30
  • Contact: *E-mail:;
  • Supported by:
    The National Natural Science Foundation of China(21776022); The National Natural Science Foundation of China(22178029)

The 1,2-dione compounds was synthesized under clean reaction conditions over Pd/METS-10 catalyst. It has been found that the key step of the protocol is forming an electron donor-acceptor complex (EDX), as the coordination of Pd(II) and alkynyl. Then the nucleophilic addition and elimination reactions of dimethyl sulfoxide (DMSO) to the EDX were occurred, affording the target product. Pd/METS-10 catalyzed endo-acetylene oxidation possesses excellent product selectivity and good substrate scope. It is compatible with both symmetric and asymmetric endo-acetylene and is insensitive to the electronic properties and stereoscopic effects of the substrate. In addition, Pd/METS-10 catalyst showed excellent repetition performance in the reaction, with no significant loss of activity after five cycles. Finally, according to the characterization and control experiment results, the reaction mechanism of Pd/METS-10 catalyzed acetylene oxidation to produce 1,2-dione was proposed.

Key words: Pd/METS-10, internal alkyne, 1,2-diketone compound, electron donor-acceptor complex, oxidation reaction