Ruthenium-Catalysed Dehydrogenative C–H Borylation of Arenes with Pinacolborane. (July 2016)

• Record Type: Journal Article
• Authors: Murata, Miki; Ueda, Yosuke; Hyogo, Mayu; Kohari, Yoshihito; Namikoshi, Takeshi; Watanabe, Shinji
• Is Part Of: Journal of chemical research. Volume 40:Number 7(2016)
• Page Start: 393
• Page End: 396
• Publication Date: 2016-07
• Subjects: C–H bond activation -- ruthenium catalyst -- borane -- tris(pyrazolyl)borate ligand; Chemistry -- Research -- Periodicals; Chemistry -- Periodicals; 540.5
• DOI: 10.3184/174751916X14639973714726
• Languages: English
• ISSNs: 1747-5198

Abstract

A ruthenium complex prepared in situ from [RuCl2 ( p -cymene)]2 and Tp Me 2 K [Tp Me 2 = hydrotris(3, 5-dimethylpyrazolyl)borate] is efficient for aromatic C–H borylation with pinacolborane (4, 4, 5, 5-tetramethyl-1, 3, 2-dioxaborolane). Arenes were borylated at more electron-rich positions. DFT calculations and kinetic isotope effect experiments suggest that the catalytic cycle should involve an electrophilic aromatic substitution with a borenium cation.