[2,2']bipyridinyl; NiBr2bipy in tetrahydrofuran Electrolysis; Product distribution / selectivity;

bis(benzonitrile)palladium(II) dichloride; triphenylphosphine T=140°C; 20 h;

in diethyl ether 4 h; Heating;

in diethyl ether

in diethyl ether 18 h; Heating; Yield given. Yields of byproduct given. Title compound not separated from byproducts;

1: (p-methoxyphenyl)dimethylsilyl chloride With magnesium in N,N-dimethyl-formamide T=30°C; 0.25 h; Inert atmosphere; 2: benzalacetic acid ethyl ester in N,N-dimethyl-formamide T=20°C; 0.5 h; Inert atmosphere; 3: With water; sodium hydrogencarbonate in N,N-dimethyl-formamide CoolingSaturated solution; regiospecific reaction;

in diethyl ether

lithium in tetrahydrofuran T=0°C; Yield given. Yields of byproduct given. Title compound not separated from byproducts;

1: KHF2 / 0.5 h / Heating 2: 1.) BuLi / 1.) hexane, THF, Et2O, n-pentane, -110 deg C, 2 h, 2.) hexane, THF, Et2O, n-pentane, a) -110 deg C, 30 min, b) -110 deg C - RT, overnight View Scheme

lithium in tetrahydrofuran T=0°C; Yield given. Yields of byproduct given. Title compound not separated from byproducts;