Direct arylation catalysis with chloro[8-(dimesitylboryl)quinoline-κN]copper(I)

• Sem Raj Tamang and
• James D. Hoefelmeyer

Beilstein J. Org. Chem. 2016, 12, 2757–2762, doi:10.3762/bjoc.12.272

• featuring an ambiphilic ligand, (quinolin-8-yl)dimesitylborane. Direct arylation could be achieved with 0.2 mol % catalyst and 3 equivalents of base (KO(t-Bu)) at 80 °C to afford TON ≈160–190 over 40 hours. Keywords: catalysis; C–C coupling; C–H activation; copper; direct arylation; Introduction Coupling

• )quinoline-κN]copper(I) (2, Scheme 1), and investigate its performance as a catalyst for direct arylation reactions. We note that compound 2 consists of the ambiphilic ligand 1 coordinated to Cu(I) via nitrogen atom coordination and an η3-BCC interaction [52]. Herein we report the use of the preformed

• = halogen) catalyzed by a Cu(I) center stabilized by an ambiphilic ligand. The activation of stable sp2 C–H bonds in benzene and naphthalene occurs as a result of the catalysis. We favor a mechanism involving 4-membered cyclic transition states for metalation–deprotonation followed by concerted oxidative

A T-shape diphosphinoborane palladium(0) complex

• Patrick Steinhoff and
• Michael E. Tauchert

Beilstein J. Org. Chem. 2016, 12, 1573–1576, doi:10.3762/bjoc.12.152

• (CyDPBPh)Pd(0) 9, which was characterized by X-ray analysis. Keywords: ambiphilic ligand; coordination chemistry; diphosphinoborane; organometallics; palladium; Introduction The amplification of traditional bidentate chelating L2-type ligands with a tethered borane functionality (e.g., Bourissou’s