Selective Introduction of Organic Groups to C60 and C70 Using Organoboron Compounds and Rhodium Catalyst: A New Synthetic Approach to Organo(hydro)fullerenes

Masakazu Nambo, Yasutomo Segawa, Atsushi Wakamiya, and Kenichiro Itami

Chem. Asian J. Early View DOI: 10.1002/asia.201000583


Hydroarylation of Fullerene by Rhodium Catalyst

A Rh-catalyzed reaction of C60 and C70 with organoboron compounds is described. This new catalytic method enables introduction of various organic groups onto C60 and C70. [Rh(cod)(MeCN)2]BF4 proved to be the most effective catalyst in terms of productivity and selectivity. The reaction generally proceeds with a high regioselectivity and in a mono-addition selective manner. It was found that water is an essential additive to promote the reaction. By X-ray crystal structure analysis, we have confirmed the reaction site of organometallic-based hydroarylation of C70 for the first time. Various functional fullerenes, such as fullerene-tagged amino acids and fullerene-capped π systems, can be synthesized. The X-ray crystal structure of biphenyl-attached C60 revealed an interesting opportunity for the well-organized alignment of bucky balls by taking advantage of CH–π interactions.

Related post

  1. Functionalization of a Simple Di…
  2. [9]Cycloparaphenylene: Nickel-Me…
  3. Nickel-Catalyzed C-H Arylation o…
  4. Topological molecular nanocarbon…
  5. C−H Bond Functionalization: Emer…
  6. Pd- and Cu-catalyzed C–H arylati…
  7. Recent Progress in Nickel-Cataly…
  8. Direct C-H Arylation of Polycycl…

Twitter@Itami Lab

Itami Lab Facebook

Instagram@Itami Lab

This error message is only visible to WordPress admins
This endpoint has been retired

Error: No posts found.

Make sure this account has posts available on

Click here to troubleshoot



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!