製備鄰二胺環化物及N-P-N型態之二級氧化膦基與其鈀錯合物並應用於Suzuki-Miyaura和Heck耦合反應研究

Abstract

A series of 1,2-diaminocyclohexane and o-phenylenediamine derivatives as diamine ligands (3a-3h) were prepared, and further reactions led to the formation of secondary phosphine oxides (SPOs, 4a-4c).The molecular structures of 4c and complexes 3a_Pd, 3b_Pd, 3c_Pd, 3d_Cu were determined by single crystal X-ray diffraction methods. After screening of the ligands, diamines showed better coordinating capacities toward the palladium salt. These ligands can stabilize the palladium complexes during the catalytic reactions. Catalysis of the Suzuki-Miyaura coupling reactions with 3a for the aryl bromides showed good yields, nevertheless, lower reactivities were observed for aryl chlorides. In addition, 3d was employed in the Heck reaction as ligand. It exhibited a good tolerance of functional groups for the aryl bromides.