P-Fluorous Phosphines as Electron-Poor/Fluorous Hybrid Functional Ligands for Precious Metal Catalysts: Synthesis of Rh(I), Ir(I), Pt(II), and Au(I) Complexes Bearing P-Fluorous Phosphine Ligands
Shin-ichi Kawaguchi,
Yuta Saga,
Yuki Sato,
Yoshiaki Minamida,
Akihiro Nomoto,
Akiya Ogawa
Affiliations
Shin-ichi Kawaguchi
Center for Education and Research in Agricultural Innovation, Faculty of Agriculture, Saga University, 152-1 Shonan-cho Karatsu, Saga 847-0021, Japan
Yuta Saga
Department of Applied Chemistry, Graduate School of Engineering, Osaka Prefecture University, 1-1 Gakuen-cho, Nakaku, Sakai, Osaka 599-8531, Japan
Yuki Sato
Department of Applied Chemistry, Graduate School of Engineering, Osaka Prefecture University, 1-1 Gakuen-cho, Nakaku, Sakai, Osaka 599-8531, Japan
Yoshiaki Minamida
Department of Applied Chemistry, Graduate School of Engineering, Osaka Prefecture University, 1-1 Gakuen-cho, Nakaku, Sakai, Osaka 599-8531, Japan
Akihiro Nomoto
Department of Applied Chemistry, Graduate School of Engineering, Osaka Prefecture University, 1-1 Gakuen-cho, Nakaku, Sakai, Osaka 599-8531, Japan
Akiya Ogawa
Department of Applied Chemistry, Graduate School of Engineering, Osaka Prefecture University, 1-1 Gakuen-cho, Nakaku, Sakai, Osaka 599-8531, Japan
P-Fluorous phosphine (R2PRf), in which the perfluoroalkyl group is directly bonded to the phosphorus atom, is a promising ligand because it has a hybrid functionality, i.e., electron-poor and fluorous ligands. However, examples of P-fluorous phosphine–metal complexes are still rare, most probably because the P-fluorous group is believed to decrease the coordination ability of the phosphines dramatically. In contrast, however, we have succeeded in synthesizing a series of P-fluorous phosphine–coordinated metal complexes such as rhodium, iridium, platinum, and gold. Furthermore, the electronic properties of R2PnC10F21 are investigated by X-ray analysis of PtCl2(Ph2PnC10F21)2 and the infrared CO stretching frequency of RhCl(CO)(R2PnC10F21)2. IrCl(CO)(Ph2PnC10F21)2- and AuCl(R2PnC10F21)-catalyzed reactions are also demonstrated.