copper(II) nitrate in tetrahydrofuran T=23°C; Decomposition; coupling; 0.5 h;

in not given N2; cooling a flask with aryl-Grignard reagent to -78°C, addn. ofsolid Sn compd. (0.5 equiv.), stirring at -78°C for 20 min, warm ing to room temp., stirring over several hs.; removal of volatiles under reduced pressure, addn. of hexanes, filtration (Celite), washing the solid with hexanes, concg. the combined organic soln., standing until the oil is solidified;

n-butyllithium in not given 1.1. equiv. n-BuLi, then 0.5 equiv. Me2SnCl2;

in tetrahydrofuran byproducts: methoxybenzene; (4-methoxyphenyl)trimethylstannane dissolved in dry THF was cooled at -60°C; FClO3/N2 mixt. passed through soln. for about 35 min; soln. warmed up to ambient temp. under stirring and stirred at about 60°C for 20 min (closed conditions) or; isolated by semi-preparative thin-layer chromy. (silica gel 60, petroleum ether/ethyl acetate 10:1);