485844-19-7Relevant articles and documents
Cross-coupling reaction of allylic ethers with aryl Grignard reagents catalyzed by a nickel pincer complex
Hashimoto, Toru,Funatsu, Kei,Ohtani, Atsufumi,Asano, Erika,Yamaguchi, Yoshitaka
, (2019/07/10)
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.
Iron-Catalyzed Grignard Cross-Couplings with Allylic Methyl Ethers or Allylic Trimethylsilyl Ethers
Seto, Chika,Otsuka, Takeshi,Takeuchi, Yoshiki,Tabuchi, Daichi,Nagano, Takashi
supporting information, p. 1211 - 1214 (2018/03/26)
We have found that cross-coupling between aryl Grignard reagents and allylic methyl ethers proceeded well in the presence of a catalytic amounts of Fe(acac) 3 to afford the corresponding allylic substitution products in good yields. Under the same conditions, allylic trimethylsilyl ethers also reacted with Grignard reagents to give the corresponding cross-coupling products.
A palladium NNC-pincer complex: An efficient catalyst for allylic arylation at parts per billion levels
Hamasaka, Go,Sakurai, Fumie,Uozumi, Yasuhiro
supporting information, p. 3886 - 3888 (2015/03/04)
Allylic arylation of allylic acetates by sodium tetraarylborates in the presence of ppb to ppm (molar) loadings of a palladium NNC-pincer complex catalyst in methanol at 50°C gave the corresponding arylated products in excellent yields. Total turnover numbers of up to 500 000 000 and turnover frequencies of up to 11 250 000 h-1 were achieved.