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The Immobilization of Pd(II) on Porous Organic Polymers for Semihydrogenation of Terminal Alkynes
Liu, Jianguo1,2,3,4; Wang, Nan1,2,3,5; Liu, Jianan1,2,3; Li, Ming1,2,3; Xu, Ying1,2,3; Wang, Chenguang1,2,3; Wang, Yanzhi6; Zheng, Haoquan6; Ma, Longlong1,2,3,5
2020-11-18
Source PublicationACS APPLIED MATERIALS & INTERFACES
ISSN1944-8244
Volume12Issue:46Pages:51428-51436
Corresponding AuthorMa, Longlong(mall@ms.giec.ac.cn)
AbstractHighly selective catalytic hydrogenation of alkynes to alkenes is a highly important reaction owing to its industrial and commercial application. Specifically, semi-hydrogenation of terminal alkynes has been more challenging than internal alkenes even using Lindlar catalysts. Also, the high reduction degree state metal-supported catalysts like Pd-0/C, Pt-0/C, and Ru-0/C have been well-known to be used widely in hydrogenation due to their super activity. However, charcoal can absorb a large amount of water; Pd/C with 50% water is convenient on a large-scale synthesis. Charcoal generally bears oxygen groups on its surface, which are responsible for low selectivity and undesired products. Even typically, only 10-60% of the Pd metal atoms are exposed, they still suffer from poor stability in acids owing to leaching. Herein, we intend to design active and stable metal catalysts with features as the following to avoid leaching: having strong interaction with the support and coordinatively unsaturated metal sites or low valence state metals physically isolated from the acid environment. Herein, a highly efficient semihydrogenation of terminal alkynes to produce alkenes has been realized using a heterogeneous Pd(II)/POP-GIEC catalyst, imine-linked, crystalline, and porous organic polymer supporter modified by coordination of Pd(OAc)(2) to its walls under mild conditions. Surprisingly, for the first time, modified POP-supported low reduction degree Pd" catalysts were synthesized efficiently, and they were successfully used in semihydrogenation of terminal allcynes. The substrate scope was studied and included both unfunctionalized as well as functionalized substituents on the para, ortho, and meta position of aromatic alkynes. The substrate having a substituent with the functionality of fluoro protected at the meta position was semihydrogenated with a high alkyne conversion of 100% and olefin selectivity (up to 99 %) .
Keywordporous organic polymers facile synthesis Pd catalysis semihydrogenation terminal alkynes
DOI10.1021/acsami.0c14486
Indexed BySCI
Language英语
Funding ProjectNational Natural Science Foundation of China[51976225] ; Dalian National Laboratory Cooperation Foundation, Chinese Academy of Sciences[DNL201916]
WOS Research AreaScience & Technology - Other Topics ; Materials Science
Funding OrganizationNational Natural Science Foundation of China ; Dalian National Laboratory Cooperation Foundation, Chinese Academy of Sciences
WOS SubjectNanoscience & Nanotechnology ; Materials Science, Multidisciplinary
WOS IDWOS:000592923100027
PublisherAMER CHEMICAL SOC
Citation statistics
Cited Times:14[WOS]   [WOS Record]     [Related Records in WOS]
Document Type期刊论文
Identifierhttp://ir.giec.ac.cn/handle/344007/32514
Collection中国科学院广州能源研究所
Corresponding AuthorMa, Longlong
Affiliation1.Chinese Acad Sci, Guangzhou Inst Energy Convers, Guangzhou 510640, Peoples R China
2.Chinese Acad Sci, Key Lab Renewable Energy, Guangzhou 510640, Peoples R China
3.Guangdong Prov Key Lab New & Renewable Energy Res, Guangzhou 510640, Peoples R China
4.Dalian Natl Lab Clean Energy, Dalian 116023, Peoples R China
5.Tianjin Univ, Sch Environm Sci & Engn, Tianjin 300350, Peoples R China
6.Shaanxi Normal Univ, Sch Chem & Chem Engn, Xian 710062, Peoples R China
First Author AffilicationGuangZhou Institute of Energy Conversion,Chinese Academy of Sciences
Recommended Citation
GB/T 7714
Liu, Jianguo,Wang, Nan,Liu, Jianan,et al. The Immobilization of Pd(II) on Porous Organic Polymers for Semihydrogenation of Terminal Alkynes[J]. ACS APPLIED MATERIALS & INTERFACES,2020,12(46):51428-51436.
APA Liu, Jianguo.,Wang, Nan.,Liu, Jianan.,Li, Ming.,Xu, Ying.,...&Ma, Longlong.(2020).The Immobilization of Pd(II) on Porous Organic Polymers for Semihydrogenation of Terminal Alkynes.ACS APPLIED MATERIALS & INTERFACES,12(46),51428-51436.
MLA Liu, Jianguo,et al."The Immobilization of Pd(II) on Porous Organic Polymers for Semihydrogenation of Terminal Alkynes".ACS APPLIED MATERIALS & INTERFACES 12.46(2020):51428-51436.
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