Self-assembly Palladacycle Thiophene Imine Monolayer—Investigating on Catalytic Activity and Mechanism for Coupling Reaction

doi:10.1007/s40242-020-9087-4

高等学校化学研究 ›› 2020, Vol. 36 ›› Issue (5): 821-828.doi: 10.1007/s40242-020-9087-4

Self-assembly Palladacycle Thiophene Imine Monolayer—Investigating on Catalytic Activity and Mechanism for Coupling Reaction

LI Lun¹, XUE Xiaoxia¹, SUN Yimeng^1,2, ZHAO Wuduo¹, LI Tiesheng¹, LIU Minghua^2,3, WU Yangjie¹

1. College of Chemistry, Zhengzhou University, Zhengzhou 450001, P. R. China;
2. Henan Institute of Advanced Technology, Zhengzhou University, Zhengzhou 450001, P. R. China;
3. Beijing National Laboratory for Molecular Science, Institute of Chemistry, Chinese Academy of Sciences, Beijing 100190, P. R. China

收稿日期:2019-12-04 修回日期:2020-01-08 出版日期:2020-10-01 发布日期:2020-10-01
通讯作者: LI Tiesheng, LIU Minghua, WU Yangjie E-mail:lts34@zzu.edu.cn;liumh@iccas.ac.cn;wyj@zzu.edu.cn
基金资助:
Supported by the National Natural Science Foundation of China(No.21861132002) and the Natural Science Foundation of Henan Province, China(No.192102210046).

Self-assembly Palladacycle Thiophene Imine Monolayer-Investigating on Catalytic Activity and Mechanism for Coupling Reaction

LI Lun¹, XUE Xiaoxia¹, SUN Yimeng^1,2, ZHAO Wuduo¹, LI Tiesheng¹, LIU Minghua^2,3, WU Yangjie¹

1. College of Chemistry, Zhengzhou University, Zhengzhou 450001, P. R. China;
2. Henan Institute of Advanced Technology, Zhengzhou University, Zhengzhou 450001, P. R. China;
3. Beijing National Laboratory for Molecular Science, Institute of Chemistry, Chinese Academy of Sciences, Beijing 100190, P. R. China

Received:2019-12-04 Revised:2020-01-08 Online:2020-10-01 Published:2020-10-01
Contact: LI Tiesheng, LIU Minghua, WU Yangjie E-mail:lts34@zzu.edu.cn;liumh@iccas.ac.cn;wyj@zzu.edu.cn
Supported by:
Supported by the National Natural Science Foundation of China(No.21861132002) and the Natural Science Foundation of Henan Province, China(No.192102210046).

摘要/Abstract

摘要： An ordered cyclopallated thiophene imine self-assembly monolayer(Si@Pd3TI) was designed and fabricated. It was characterized by water contact angle(WCA), ultraviolet-visible spectroscopy(UV), cyclic voltammetry(CV), infrared(IR) spectrum, atomic force microscopy(AFM) and X-ray photoelectron spectroscopy(XPS). Its ca-talytic performance for Suzuki coupling reaction and catalytic mechanism were systematic investigated. Si@Pd3TI was validated as a heterogeneous catalyst identified by poisoning tests, hot filtration test and three-phase test. The heterogeneous catalytic mechanism was investigated by WCA, UV, Raman spectrum(RS), AFM, XPS and density functional theory(DFT). The catalytic mechanism proceeded via surface-catalysis process, on which the Pd(II)/Pd(I)/Pd(0) synergistic active center acted likely as "multimetallic cluster". It played a great role for cataly-zing coupling reaction, in which the real active species was Pd(I).

关键词: Cyclopalladated imine, Thiophene, Coupling reaction, Self-assembly monolayer, Heterogeneous, Synergistic

Abstract: An ordered cyclopallated thiophene imine self-assembly monolayer(Si@Pd3TI) was designed and fabricated. It was characterized by water contact angle(WCA), ultraviolet-visible spectroscopy(UV), cyclic voltammetry(CV), infrared(IR) spectrum, atomic force microscopy(AFM) and X-ray photoelectron spectroscopy(XPS). Its ca-talytic performance for Suzuki coupling reaction and catalytic mechanism were systematic investigated. Si@Pd3TI was validated as a heterogeneous catalyst identified by poisoning tests, hot filtration test and three-phase test. The heterogeneous catalytic mechanism was investigated by WCA, UV, Raman spectrum(RS), AFM, XPS and density functional theory(DFT). The catalytic mechanism proceeded via surface-catalysis process, on which the Pd(II)/Pd(I)/Pd(0) synergistic active center acted likely as "multimetallic cluster". It played a great role for cataly-zing coupling reaction, in which the real active species was Pd(I).

Key words: Cyclopalladated imine, Thiophene, Coupling reaction, Self-assembly monolayer, Heterogeneous, Synergistic

LI Lun, XUE Xiaoxia, SUN Yimeng, ZHAO Wuduo, LI Tiesheng, LIU Minghua, WU Yangjie. Self-assembly Palladacycle Thiophene Imine Monolayer—Investigating on Catalytic Activity and Mechanism for Coupling Reaction[J]. 高等学校化学研究, 2020, 36(5): 821-828.

LI Lun, XUE Xiaoxia, SUN Yimeng, ZHAO Wuduo, LI Tiesheng, LIU Minghua, WU Yangjie. Self-assembly Palladacycle Thiophene Imine Monolayer-Investigating on Catalytic Activity and Mechanism for Coupling Reaction[J]. Chemical Research in Chinese Universities, 2020, 36(5): 821-828.

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Self-assembly Palladacycle Thiophene Imine Monolayer—Investigating on Catalytic Activity and Mechanism for Coupling Reaction

Self-assembly Palladacycle Thiophene Imine Monolayer-Investigating on Catalytic Activity and Mechanism for Coupling Reaction

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