2009/08/26 by Tien‐Yau Luh, Tien‐Min Yuan, Yuichi Kobayashi · 1 citation
Chemistry · Medicine · #Organometallic Complex Synthesis and Catalysis #Metal complexes synthesis and properties #Asymmetric Hydrogenation and Catalysis
paper · doi:10.1002/047084289x.rd100.pub2
openalex publication_date 2009/08/26 · openalex created_date 2025/10/10 · openalex updated_date 2026/07/29
NiCl2(PPh3)2 (R1 = Ph, R2 = Ph) [14264-16-5] C36H30Cl2NiP2 (MW 654.18) InChI = 1S/2C18H15P.2ClH.Ni/c2*1-4-10-16(11-5-1)19(17-12-6-2-7-13-17)18-14-8-3-9-15-18;;;/h2*1-15H;2*1H;/q;;;;+2/p-2 InChIKey = ZBRJXVVKPBZPAN-UHFFFAOYSA-L NiCl2(PEt3)2 (R1 = Et, R2 = Et) [17523-24-9] C12H30Cl2NiP2 (MW 365.91) InChI = 1S/2C6H15P.2ClH.Ni/c2*1-4-7(5-2)6-3;;;/h2*4-6H2,1-3H3;2*1H;/q;;;;+2/p-2 InChIKey = RZHIALGQQJESEK-UHFFFAOYSA-L NiCl2(PBu3)2 (R1 = Bu, R2 = Bu) [15274-43-8] C24H54Cl2NiP2 (MW 534.23) InChI = 1S/2C12H27P.2ClH.Ni/c2*1-4-7-10-13(11-8-5-2)12-9-6-3;;;/h2*4-12H2,1-3H3;2*1H;/q;;;;+2/p-2 InChIKey = KPFOFXWYYUNJOZ-UHFFFAOYSA-L NiCl2(dppe) (R1 = Ph, R2,R2 = (CH2)2) [14647-23-5] C26H24Cl2NiP2 (MW 528.02) InChI = 1S/C26H24P2.2ClH.Ni/c1-5-13-23(14-6-1)27(24-15-7-2-8-16-24)21-22-28(25-17-9-3-10-18-25)26-19-11-4-12-20-26;;;/h1-20H,21-22H2;2*1H;/q;;;+2/p-2 InChIKey = XXECWTBMGGXMKP-UHFFFAOYSA-L NiCl2(dppp) (R1 = Ph, R2,R2 = (CH2)3) [15629-92-2] C27H26Cl2NiP2 (MW 542.05) InChI = 1S/C27H26P2.2ClH.Ni/c1-5-14-24(15-6-1)28(25-16-7-2-8-17-25)22-13-23-29(26-18-9-3-10-19-26)27-20-11-4-12-21-27;;;/h1-12,14-21H,13,22-23H2;2*1H;/q;;;+2/p-2 InChIKey = ZBQUMMFUJLOTQC-UHFFFAOYSA-L NiCl2(dppb) (R1 = Ph, R2,R2 = (CH2)4) [18750-53-3] C28H28Cl2NiP2 (MW 556.07) InChI = 1S/C28H28P2.2ClH.Ni/c1-5-15-25(16-6-1)29(26-17-7-2-8-18-26)23-13-14-24-30(27-19-9-3-10-20-27)28-21-11-4-12-22-28;;;/h1-12,15-22H,13-14,23-24H2;2*1H;/q;;;+2/p-2 InChIKey = UWDUFAXBFSWNRL-UHFFFAOYSA-L NiCl2(dppf) (R1 = Ph, R2,R2 = (C5H4)Fe(C5H4)) [67292-34-6] C34H28Cl2FeNiP2 (MW 683.99) InChI = 1S/2C17H14P.2ClH.Fe.Ni/c2*1-3-9-15(10-4-1)18(17-13-7-8-14-17)16-11-5-2-6-12-16;;;;/h2*1-14H;2*1H;;/q;;;;;+2/p-2 InChIKey = NSSWUOVWGSDARH-UHFFFAOYSA-L (catalysts for the cross-coupling reactions of various RX with Grignard reagents,1-34 CX bond reduction,35, 36 homocoupling of Csp2 halides,37-40 displacement of aryl halides,41 and oligomerization of dienes47 Physical Data: NiCl2(PPh3)2: dark green; mp 205–206 °C. NiCl2(PEt3)2: dark red; mp 112–113 °C. NiCl2(PBu3)2: red; mp 48–49 °C. NiCl2(dppe): orange; mp 263–265 °C. NiCl2(dppp): red; mp 213 °C (dec). NiCl2(dppb): light violet; mp 270–272 °C. NiCl2(dppf): dark green; mp 283–284 °C. Solubility: sol benzene, acetone, THF, hot alcohol. Preparative Methods: most nickel chloride phosphine complexes are commercially available. They can also be conveniently synthesized by mixing the stoichiometric amount of NiCl2 with the appropriate phosphine ligand.48 Handling, Storage, and Precautions: nickel chloride phosphine complexes are corrosive and cancer suspect agents. Most of these complexes are air stable in solid form. Handle in a fume hood.