Blog

Isolation, Structure, and Reactivity of an Arylnickel(II) Pivalate Complex in Catalytic C-H/C-O Biaryl Coupling

 

Kei Muto, Junichiro Yamaguchi, Aiwen Lei, and Kenichiro Itami J. Am. Chem. Soc. 2013, ASAP DOI: 10.1021/ja409803x

 

Isolation, Structure, and Reactivity of an Ar–Ni–OR!

This paper describes mechanistic studies of a C–H/C–O biaryl coupling of 1,3-azoles and aryl pivalates catalyzed by Ni(cod)2/dcype. This study not only supports a catalytic cycle consisting of C–O oxidative addition, C–H nickelation, and reductive elimination, but also provides insight into the dramatic ligand effect in C–H/C–O coupling. We have achieved the first synthesis, isolation and structure elucidation of an arylnickel(II) pivalate, which is an intermediate in the catalytic cycle after oxidative addition of a C–O bond. Furthermore, kinetic studies and kinetic isotope effect investigations reveal that the C–H nickelation is the turnover-limiting step in the catalytic cycle.

Related post

  1. N-doped Nonalternant Aromatic Be…
  2. Synthesis of Sterically Hindered…
  3. Synthesis, Structure, and Electr…
  4. Annulative π-Extension (APEX) of…
  5. Selective Transformation of Stry…
  6. Synthesis of Natural Products an…
  7. Perfluorocycloparaphenylenes: Fu…
  8. Molecular Catalysis for Fulleren…

Twitter@Itami Lab

Itami Lab Facebook

Instagram@Itami Lab

最近の記事

Flickr@Itamilab

天池先輩からコーヒースープ伴夫妻からのお歳暮です!潤さん、宮村さん、ありがとうございます!!武藤さん、ビールありがとうございます!平賀大都わーいやなさん、あつしさん、ありがとうございます!!だいぶ前だけど、Stripes look #ootdHalloween lookラインを洗う時ですら格好良く。戸谷先生教育実習!imageけいしゅう、誕生日おめでとう!誕生日は英吉家!!3年生に名古屋ぼろ勝ちアピール中!!アリシア卒業おめでとう女子会!
PAGE TOP