Schuit Institute of Catalysis, Laboratory of Homogeneous Catalysis, Eindhoven University of Technology, Den Dolech 2, Helix STW 4.34, 5600 MB Eindhoven, The Netherlands.
Chem Commun (Camb). 2010 Nov 28;46(44):8325-34. doi: 10.1039/c0cc01452d. Epub 2010 Oct 25.
The addition of HCN to alkenes is a very useful reaction for the synthesis of functional organic substrates. Industrially the nickel-catalyzed hydrocyanation has gained considerable importance mainly because of the production of adiponitrile in the DuPont process. In this process the hydrocyanation of butadiene is carried out using aryl phosphite-modified nickel catalyst. Since the performance of organo-transition metal complexes is largely determined by the ligand environment of the metal, fundamental understanding and ligand development is of pivotal importance for any progress. This feature article gives an account of the development and application of different mono- and bidentate phosphorus-based ligands in the Ni-catalyzed hydrocyanation reaction of alkenes. Special attention will be paid to the development of insight and understanding of the ligand structural and electronic properties towards the improvement of the catalyst performance in terms of stability, activity, and selectivity.
HCN 与烯烃的加成反应是合成功能有机底物非常有用的反应。在工业上,镍催化的氰化加氢反应因其在杜邦工艺中生产己二腈而获得了相当大的重视。在该工艺中,丁二烯的氰化加氢反应采用芳基膦酸酯改性镍催化剂进行。由于有机过渡金属配合物的性能在很大程度上取决于金属的配体环境,因此,对于任何进展,基础理解和配体开发都至关重要。本文综述了不同单齿和双齿磷基配体在 Ni 催化的烯烃氰化加氢反应中的开发和应用。特别关注配体结构和电子性质的发展,以提高催化剂的稳定性、活性和选择性。