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jerryak47

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[交流] 【求助】镍催化剂的制备

请问一下各位高手，如何制备Ni(dppp)Cl2
1,3-bis(diphenylphosphino)propane]dichloro nickel(Ⅱ)

希望能提供相关合成文献，还有，有没有在制备过程中需要特别注意的地方。

不甚感激。

[ Last edited by jerryak47 on 2010-11-17 at 22:57 ]

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1楼 2010-11-17 22:56:28

已阅回复此楼关注TA 给TA发消息送TA红花 TA的回帖

linqi723

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★ ★
jerryak47(金币+2):谢谢参与
jinkai838(金币+1):谢谢1 2010-11-19 00:06:44

购买不是太贵啊，说不定合成成本也这个价格
http://www.chemicalbook.com/Chem ... ty_CN_CB3416370.htm
‘

wiki 中就有啊，http://en.wikipedia.org/wiki/Dic ... hino)propane)nickel
里面的第一篇文献。

Preparation

NiCl2(dppp) is prepared by combining equal molar portions of nickel(II) chloride hexahydrate with 1,3-bis(diphenylphosphino)propane in 2-propanol.[1]

Ni(H2O)6Cl2 + dppp → NiCl2(dppp) + 6 H2O
[edit]Reactions

It is used in Grignard reagent reactions involving cross-coupling of aryl halides, converting enol ethers, dithioacetals, and vinyl sulfides to olefins. NiCl2(dppp) is used because the douple phosphate ligand minimizes the reduction reactions with labile β-hydrogens. [2]

Cross-coupling reactions of R-X compounds with organometallic nucleophiles are catalyzed by transition metal complexes such as NiCl2(dppp). The R group consists of aryl, vinyl, or allyl groups and the X group is a good leaving group. Cross-coupling reactions are effective at producing carbon-carbon bonds. Catalysts that have bidentate phosphine ligands serve as the best catalysts.[3]

NiCl2(dppp) serves as the catalyst by bonding the two cross-coupling components to the nickel. The cross-coupling proceeds by oxidative addition of the aryl, vinyl, or allyl halide to NiCl2(dppp) forming an oxidative addition adduct, R1-NiCl(dppp). The organometallic nucleophile, R2-MgBr, reacts with R1-NiCl(dppp) and is followed by the cross-coupling reaction producing the R1-R2 product. [4]

The compound is a catalyst for Kumada coupling reactions involving alkyl, alkenyl, aryl, and heteroaryl Grignard reagents with aryl, heteroaryl, and alkenyl halides. [1]

[edit]References

^ a b Kumada, Makota; Tamao, Kohei; Sumitani, Koji (1988), "Phosphine-Nickel Complex Catalyzed Cross-Coupling of Grignard Reagents with Aryl and Alkenyl Halides: 1,2-dibutylbenzene", Org. Synth.; Coll. Vol. 6: 407