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. Double-Helix Supramolecular Nano…
  2. Recent advances in acetylene-bas…
  3. Excited States in Cycloparapheny…
  4. Hindered Biaryls by C–H Coupling…
  5. C–H Functionalization of Azines
  6. Synthesis and Racemization Proce…
  7. Synthesis of Octaaryl Naphthalen…
  8. Gold‐Catalyzed C−H Imidation of …

Twitter@Itami Lab

Itami Lab Facebook

Instagram@Itami Lab

This error message is only visible to WordPress admins

Error: API requests are being delayed. New posts will not be retrieved.

There may be an issue with the Instagram access token that you are using. Your server might also be unable to connect to Instagram at this time.

Error: API requests are being delayed for this account. New posts will not be retrieved.

There may be an issue with the Instagram access token that you are using. Your server might also be unable to connect to Instagram at this time.

Error: No posts found.

Make sure this account has posts available on instagram.com.

Click here to troubleshoot

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