Department of Advanced Materials Chemistry, Graduate School of Engineering, Yokohama National University, 79-5 Tokiwadai, Hodogaya-ku, Yokohama 240-8501, Japan.
Molecules. 2019 Jun 21;24(12):2296. doi: 10.3390/molecules24122296.
A cross-coupling reaction of allylic aryl ethers with arylmagnesium reagents was investigated using β-aminoketonato- and β-diketiminato-based pincer-type nickel(II) complexes as catalysts. An β-aminoketonato nickel(II) complex bearing a diphenylphosphino group as a third donor effectively catalyzed the reaction to afford the target cross-coupled products, allylbenzene derivatives, in high yield. The regioselective reaction of a variety of substituted cinnamyl ethers proceeded to give the corresponding linear products. In contrast, α- and γ-alkyl substituted allylic ethers afforded a mixture of the linear and branched products. These results indicated that the coupling reaction proceeded via a π-allyl nickel intermediate.
研究了烯丙基芳基醚与芳基镁试剂的交叉偶联反应,使用β-氨基酮酸盐和β-二酮亚胺基钳式镍(II)配合物作为催化剂。一个带有二苯基膦作为第三个给体的β-氨基酮酸盐镍(II)配合物有效地催化了反应,以高产率得到目标交叉偶联产物,烯丙基苯衍生物。各种取代肉桂基醚的区域选择性反应得到相应的线性产物。相比之下,α-和γ-烷基取代的烯丙基醚得到了线性和支化产物的混合物。这些结果表明,偶联反应通过π-烯丙基镍中间体进行。