RSC Publishing


Publishing

 

Cover image for Chemical Communications, select for current issue

Chemical Communications

Urgent high quality communications from across the chemical sciences.



Hot article: Transition to sustainable catalysis


07 November 2008

Japanese scientists have discovered a cheap and enantioselective catalyst for asymmetric hydrogenation reactions.

Yasumasa Hamada and colleagues at Chiba University used a combination of nickel acetate and a commercially available phosphine ligand to catalyse the asymmetric hydrogenation of an -amino--keto ester hydrochloride. Although others have reported similar reactions, Hamada says this is the first time that a homogeneous chiral nickel catalyst has been used. 

Asymmetric hydrogenation reaction of alpha-amino-beta-keto ester hydrochloride

Precious metals, such as rhodium, iridium and ruthenium, play a crucial role as the central metal of homogeneous catalysts for asymmetric hydrogenation reactions. However, these metals are expensive and are becoming increasingly rare as we use up the natural resources. Hamada says he was motivated to find sustainable methods using abundant and cheap transition metals, such as nickel. 'Although the activity of the nickel catalyst is moderate at present, it is expected that the processes catalysed by precious transition metal complexes will be replaced by base transition metals in the near future,' he says. 

Hamada plans to focus on finding more active nickel complexes, although he admits it won't be easy. 'Research using transition metal complexes is confronted with difficulty because there is no proper ligand giving high reactivity and selectivity,' he explains. 'The development of new ligands and counter-ions will provide the solution to this long standing problem.' 

Joanne Thomson 

Link to journal article

Catalytic asymmetric hydrogenation of -amino--keto ester hydrochlorides using homogeneous chiral nickel-bisphosphine complexes through DKR
Yasumasa Hamada, Yu Koseki, Takefumi Fujii, Tsukuru Maeda, Takuya Hibino and Kazuishi Makino, Chem. Commun., 2008, 6206
DOI: 10.1039/b816524f

Also of interest

Nickel-catalysed reactions with trialkylboranes and silacyclobutanes
Koji Hirano, Hideki Yorimitsu and Koichiro Oshima, Chem. Commun., 2008, 3234
DOI: 10.1039/b803172j