Phosphine-free hydrazone-Pd complex as the catalyst precursor for a Suzuki-Miyaura reaction under mild aerobic conditions.
[reaction: see text] Glyoxal bis(N-methyl-N-phenylhydrazone) (1) and its related compounds such as 2-pyridinecarboxaldehyde N-methyl-N-phenylhydrazone (3) were prepared and examined as ligands for the Suzuki-Miyaura cross-coupling reaction of aryl halides and arylboronic acids. We found phosphine-free catalysts, such as Pd(OAc)(2)/hydrazone ligand 1 or 3, to be efficient catalysts for a variety of substrates to produce the coupling products in good yields.
Mino
Takashi
T
Department of Applied Chemistry and Biotechnology, Faculty of Engineering, Chiba University, 1-33, Yayoi-cho, Inage-ku, Chiba 263-8522, Japan. tmino@faculty.chiba-u.jp
Shirae
Yoshiaki
Y
Sakamoto
Masami
M
Fujita
Tsutomu
T
D002384:Catalysis; D006037:Glyoxal / Q000031:analogs & derivatives*; D006835:Hydrazones / Q000138:chemical synthesis*; D008024:Ligands; D008956:Models, Chemical; D015394:Molecular Structure; D009942:Organometallic Compounds / Q000737:chemistry*; D010100:Oxygen / Q000737:chemistry*; D010165:Palladium / Q000737:chemistry*
D006835:Hydrazones; D008024:Ligands; D009942:Organometallic Compounds; C500916:glyoxal bis(N-methyl-N-phenylhydrazone); D006037:Glyoxal; D010165:Palladium; D010100:Oxygen