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我是小兵

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4.5. Palladium-Catalyzed Kumada Cross-Coupling Reactions
with Alkylmagnesium Reagents
In 1975, Murahashi and co-workers were the ﬁrst to demonstrate the use of Pd in cross-coupling reactions of vinyl halides with CH3MgBr. Despite signiﬁcant advances in Ni-and Fe-catalyzed Kumada cross-couplings, Pd-catalyzed alkyl
Kumada cross-couplings are limited. This could be attributed to the high reactivity of Grignard reagents and the higher propensity of Pd-alkyl species to undergo β-hydride elimination compared to the corresponding nickel-alkyl species.
4.5.1. C(sp2)-C(sp3) Cross-Coupling with Alkylmagne-
sium Reagents. In 1984, Hayashi and co-workers strated a significant effect of ligand bite angle on the reaction outcome for primary and secondary alkyl Grignards and zinc reagents (see section 2.3).The use of dppf as ligand gave
optimal results for both primary and secondary alkyl Grignards.
Since this initial report, dppf has become a very common ligand
in both Pd-catalyzed Kumada and Negishi coupling reactions.

[ Last edited by 我是小兵 on 2011-5-25 at 23:18 ]

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我是小兵(金幣+10, 翻譯EPI+1): xiexie 2011-05-26 23:08:13
sltmac(金幣+10): 謝謝~~ 2011-05-29 19:59:55

4.5. Palladium-Catalyzed Kumada Cross-Coupling Reactions with Alkyl magnesium Reagents 烷基鎂存在下的鈀催化Kumada交叉偶聯(lián)反應(yīng)
In 1975, Murahashi and co-workers were the ﬁrst to demonstrate the use of Pd in cross-coupling reactions of vinyl halides with CH3MgBr.1975年，Murahashi及其同事最先演示了甲基溴化鎂存在下鈀在乙烯基鹵化物偶聯(lián)反應(yīng)中應(yīng)用。Despite signiﬁcant advances in Ni-and Fe-catalyzed Kumada cross-couplings, Pd-catalyzed alkyl Kumada cross-couplings are limited. 盡管鎳和鐵催化的Kumada交叉偶聯(lián)反應(yīng)取得了重大的進(jìn)展，把催化的烷基Kumada交叉偶聯(lián)反應(yīng)還是有限的。This could be attributed to the high reactivity of Grignard reagents and the higher propensity of Pd-alkyl species to undergo hydride elimination compared to the corresponding nickel-alkyl species.這可以歸結(jié)于格氏試劑的高反應(yīng)性和鈀烷基類反應(yīng)相比鎳烷基類反應(yīng)更高的進(jìn)行β-氫化消除的傾向。
4.5.1. C(sp2)-C(sp3) Cross-Coupling with Alkylmagnesium Reagents. 烷基鎂存在下的C(sp2)-C(sp3)交叉偶聯(lián)反應(yīng)
In 1984, Hayashi and co-workers strated a significant effect of ligand bite angle on the reaction outcome for primary and secondary alkyl Grignards and zinc reagents (see section 2.3). 1984年，Hayashi 及其同事闡明了配位咬合角對(duì)初級(jí)和次級(jí)格氏和鋅試劑反應(yīng)結(jié)果的重要影響。The use of dppf as ligand gave optimal results for both primary and secondary alkyl Grignards. 使用二茂鐵為配體，對(duì)初級(jí)和次級(jí)烷基格氏試劑都得到了優(yōu)化的結(jié)果。Since this initial report, dppf has become a very common ligand in both Pd-catalyzed Kumada and Negishi coupling reactions.從這份最初的報(bào)道開始，二茂鐵逐漸成為在鈀催化的Kumada 和 Negishi偶聯(lián)反應(yīng)中都很常用的配體。

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