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[摘要]：The results of a ligand-free Pd(OAc)2-catalyzed Suzuki-Miyaura C-C coupling performed at room temp. under aerobic conditions are presented. The use of an ethylene glycol monomethyl ether/H2O mixt. as the solvent resulted in very rapid reactions of aryl bromides with arylboronic acids. As a matter of fact, under optimized conditions, some substrates were converted quant. in <1 min with exceptionally high TOF values. For example, the reaction between 4-methoxyphenylboronic acid and bromobenzene afforded 4-methoxybiphenyl in 30 s with TOF = 180000 h-1. Also, the reaction tolerates a wide range of functional groups and can be successfully applied to heteroaryl bromides such as 2-bromopyridine and 5-bromopyrimidine. Also an activated aryl chloride such as 1-chloro-4-nitrobenzene reacted quant. with phenylboronic acid at 373 K. |
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