Citation: Chen Tieqiao, Liu Long, Huang Tianzeng, Han Li-Biao. Synthesis and Reactivity of Group 10 Transition Metal Complexes with Alkenylphosphoryl Compounds[J]. Chinese Journal of Organic Chemistry, ;2019, 39(8): 2183-2187. doi: 10.6023/cjoc201905001 shu

Synthesis and Reactivity of Group 10 Transition Metal Complexes with Alkenylphosphoryl Compounds

a.
Key Laboratory of Ministry of Education for Advanced Materials in Tropical Island Resources, College of Chemical Engineering and Technology, Hainan University, Haikou, Hainan 570228, China
b.
National Institute of Advanced Industrial Science and Technology (AIST), Tsukuba, Ibaraki 305-8565, Japan

Corresponding author: Han Li-Biao, libiao-han@aist.go.jp
Received Date: 1 May 2019
Revised Date: 19 June 2019
Available Online: 9 August 2019
Fund Project: Project supported by the National Natural Science Foundation of China (No. 21871070), and the Natural Science Foundation of Hainan Province (No. 219MS005)the Natural Science Foundation of Hainan Province 219MS005the National Natural Science Foundation of China 21871070

Figures(2)

Alkenylphosphoryl compounds could quickly replace two phosphine ligands in Pd(PEt₃)₄ at room temperature to produce the corresponding palladium complexes 3a~3e in high yields. Similar nickel and platinium complexes 3f and 3g were also synthesized by the reaction. Complex 3e could react with HOAc to release alkenylphosphoryl compounds gradually. By further addition of 2 equiv. of PEt₃, the reaction could take place completely, generating a phosphoniun 4 as a precipitation. Being similar to Pd(PEt₃)₄, 3d could also undergo hydropalladation with the combination of phenylacetylene and (EtO)₂P(O)H, forming the expected vinyl-Pd-phosphoryl complex, but with a slower reaction rate. The result indicated that alkenylphosphoryl compounds generated from the palladium-catalyzed hydrophosphorylation of alkynes with H-phosphonates might play a negative role in the hydropalladation step of the catalytic cycle. Complexes 3a~3g and phosphonium 4 were charaterized by NMR analysis. The structures of 3a and 4 were also confirmed by X-ray technology.
- alkenylphosphoryl compounds,
- group 10 transition metals,
- coordination compounds
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沈阳化工大学材料科学与工程学院沈阳 110142