120th General Meeting of the KCS

Type Symposium
Area Recent Trends in Organometallic Chemistry
Room No. Room 211+212+213
Time FRI 15:20-:
Code INOR2-3
Subject Cobalt-Catalyzed C–F Bond Borylation of Aryl Fluorides
Authors Eunsung Lee
Department of Chemistry, Pohang University of Science and Technology, Korea
Abstract Fluorine atoms can be found in a variety of organic molecules such as pharmaceuticals, agrochemicals, and polymeric materials. In line with an importance of fluorinated compounds, there have been significant advances on C−F bond formation for the past decades. However, unlike a development of C−F bond formation reactions, C−F bond functionalization has been limited to either highly activated C−F bonds or C−C bond formation. In 2015, C−F functionalization of unactivated fluoroarenes has been developed by the Marting group and the Niwa and Hosoya group demonstrating Ni-catalyzed defluoroborylation of fluoroarenes and its application to F-18 radiochemistry and further organic transformations. Although the methods are efficient and top-notched, there are still some limitations: high reaction temperatures, limited functionality-tolerance, and operational difficulty. In order to overcome the barriers, we have been explored Co-based catalysis and here we present cotalt-catalyzed unactivated aryl C-F bond borylation. This reaction can be set up under the air condition and do not require a presynthesized organometallic complex. A mild and practical Co-catalyzed borylation of various fluoroarenes enables a new reaction strategy in synthetic chemistry.
E-mail eslee@postech.ac.kr