Development of a new strategy toward selective cleavage of unactivated sp3C-H bonds and its application to bond forming reactions

2015 Fiscal Year Final Research Report

• Project/Area Number: 26620087
• Research Category: Grant-in-Aid for Challenging Exploratory Research
• Allocation Type: Multi-year Fund
• Research Field: Synthetic chemistry
• Research Institution: Osaka University
• Principal Investigator: Kambe Nobuaki 大阪大学, 工学(系)研究科(研究院), 教授 (60144432)
• Project Period (FY): 2014-04-01 – 2016-03-31
• Keywords: 炭素―水素結合切断 / 炭素―水素結合官能基化 / カルコゲン / 触媒

Outline of Final Research Achievements

In this study, we developed transition metal-catalyzed sulfenylation, selenylation, and sulfonylation of arenes and heteroarenes through sp2C-H bond cleavage. In addition, we also found that Cu catalyzes intramolecular amination of unactivated sp3C-H bond to give indoline derivatives.
In order to develop a new methodology of C-H bond cleavage without the aid of directing group in substrates, we designed a new rhodium catalyst bearing cyclodextrin moiety, which could capture the substrate in its hydrophobic cavity through supramolecular complexation to facilitate C-H bond cleavage.

Free Research Field

有機合成化学