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A new type of palladium(0) complex having both electron-withdrawing and -donating sites in a ligand: 5,8-dihydro- and 5,8,9,10-tetrahydro-1,4-naphthoquinone complexes
Authors:Mitsuo Hiramatsu  Tatsuo Fujinami  Shizuyoshi Sakai
Institution:Department of electronic Material Science, Graduate School of Electronic Science and Technology, Shizuoka University, Hamamatsu 432 Japan;Department of Industrial Chemistry, Faculty of Engineering, Shizuoka University, Hamamatsu 432 Japan;Department of Industrial Chemistry, Faculty of Engineering, and Department of Electronic Material Science, Graduate School of Electronic Science and Technology, Shizuoka University, Hamamatsu 432 Japan
Abstract:A new type of palladium(0) complex, (5,8-dihydro-1,4-naphthoquinone)Pd(PPh3)2 and (5,8,9,10-tetrahydro-1,4-naphthoquinone)Pd(PPh3)2, having both olefin and quinone or dihydro-quinone sites in a ligand molecule was prepared. IR and 1H NMR spectroscopic studies of these complexes suggested that it is the quinone or dihydro-quinone CC bond which is complexed to Pd. Ligand exchange reactions showed that the stability order of the olefinic quinone complexes was as follows: (1,4-naphthoquinone)Pd(PPh3)2 > (5,8-dihydro-1,4-naphthoquinone) Pd(PPh3)2>(5,8,9,10-tetrahydro-1,4-naphthoquinone)Pd(PPh3)2.
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