Highly efficient nickel/phosphine catalyzed cross-couplings of diarylborinic acids with aryl tosylat

• 作 者: KE HaiHua CHEN XiaoFeng FENG YuanYuan ZOU Gang
• 机 构: Department of Fine Chemicals, East China University of Science and Technology,
• 出 处: Science China(Chemistry)
• 发表日期: 2014年08期
• 关键词: nickel catalyzed Highly displayed entries reactivity bidentate Suzuki palladium

4-Methoxy-4′-methylbiphenyl(3aa) [1] MeO White solid(0.324 g, 82% from aryl tosylate, 0.356 g, 90% from aryl sulfamate); m.p. 111–112 °C; 1H NMR(400 MHz,CDCl3) δ 7.50(d, J = 8.4 Hz, 2H), 7.44(d, J = 8.0 Hz, 2H), 7.21(d, J = 8.0 Hz, 2H), 6.95(d, J = 8.8 Hz, 2H), 3.82(s, 3H), 2.37(s, 3H); 13 C NMR(100 MHz, CDCl3) δ 159.0, 138.0, 136.4, 133.8, 129.5, 128.0, 126.6, 114.2, 55.4, 21.1. 4,4′-Dimethylbiphenyl(3ab) [1] White solid(0.320 g, 88% from aryl tosylate, 0.346 g, 95% from aryl sulfamate); m.p. 122–123 °C; 1H NMR(400 MHz,CDCl3) δ 7.47(d, J = 8.0 Hz, 4H), 7.22(d, J = 8.0 Hz, 4H), 2.37(s, 6H); 13 C NMR(100 MHz, CDCl3) δ 138.4, 136.8, 129.5, 126.9, 21.2.

4-Methoxy-4’-methylbiphenyl (3aa) [1] MeO White solid (0.324 g, 82% from aryl tosylate, 0.356 g, 90% from aryl sulfamate); mp 111-112 ° C; (D, J = 8.0 Hz, 2H), 7.21 (d, J = 8.0 Hz, 2H), 6.95 (d, J = 8.8 Hz, 2H) , 3.82 (s, 3H), 2.37 (s, 3H); 13C NMR (100 MHz, CDCl3) 6 159.0,138.0,136.4,133.8,129.5,128.0,126.6,114.2,55.4,21.1. Mp 122-123 ° C; 1H NMR (400 MHz, CDC13) δ 7.47 (d, J (1 H) = 8.0 Hz, 4H), 7.22 (d, J = 8.0 Hz, 4H), 2.37 (s, 6H); 13 C NMR (100 MHz, CDCl 3) δ 138.4, 136.8, 129.5, 126.9, 21.2.