boron trichloride in toluene T=-78 - 20°C;

in dichloromethane evapn.;

1: 85 percent / tetrahydrofuran / -30 - 20 °C 2: BCl3 / toluene / -78 - 20 °C View Scheme

in toluene under Ar; BCl3 added to soln. of N-compd. in toluene at -78°C, mixt. allowed to warm to room temp., stirred for 7 h; 1-(chloro(diisopropylaminoboryl)imidazole filtered off, filtrate evapd. under vac., residue recrystd. from toluene at -18°C;

1: tetrahydrofuran 2: toluene View Scheme

boron trichloride; triethylamine

potassium-sodium in ethylene glycol dimethyl ether byproducts: NaF, KF; elem. anal.; C6H4B(N(CH(CH3)2)2)NCHS not isolated, detected only by mass sp;

potassium-sodium in ethylene glycol dimethyl ether byproducts: NaCl, KCl; elem. anal.; C6H4B(N(CH(CH3)2)2)NC(CH3)O and C6H4B(N(CH(CH3)2)2)NH(CH3)O not isolated, detected by mass spectroscopy;

in ethylene glycol dimethyl ether; hexane byproducts: LiCl; soln. of B-P-compd. in DME is added to soln. of BCl2N(i-Pr)2 in hexane at -78°C (under N2), stirring for 2 h, warming to 23°C, stirring for 16 h; filtration, evapn. of solvent from the filtrate, redissolving in hexane, cooling to -10°C (crystn. of the 6-membered-ring compd.), decanting, concg., cooling to -10°C, recrystn. from hexane, elem. anal.;

in hexane