| Summary: | 碩士 === 國立中興大學 === 化學系所 === 100 === Several diimines (Ar)2(C4N2H6), (3e, Ar=2,6-iPr2C6H3; 3f, Ar=2,4,6-Me3C6H2; 3g, Ar=C6H6; 3h, Ar=4-BrC6H4; 3i, Ar=4-tBuC6H4; 3j, Ar=4-OMeC6H4; 3k, Ar=2,6-Me2C6H3; 3l, Ar=2-iPrC6H4; 3m, Ar=2,4-Me2C6H3), and heteroatom-substituted secondary phosphine oxides (HASPO, (Ar)2(C4N2H6P(=O)H), (6e, Ar=2,6-iPr2C6H3; 6f, Ar=2,4,6-Me3C6H2 ), were prepared. The molecular structure of 6e was determined by single-crystal X-ray diffraction methods. The tautomeric character of compound 6e or 6f makes it an authentic electron-donating ligand as conventional phosphine. These N-P-N type SPO ligands can be applied directly to palladium-catalyzed Suzuki-Miyaura cross-coupling reactions of aryl chlorides and aryl bromides. Fair to excellent efficiencies were observed.
Besides, a close related N-P-N type of SPO (Ar)2(C2N2H2P(=O)H)(6a) was synthesized. An unusual complex 8a was obtained from the reaction of 6a with Pd(OAc)2. Crystal structure of 8a was determined by single-crystal X-ray diffraction methods. The possible route for the formation of 8a from the reaction of 6a with Pd(OAc)2 was proposed.
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