The carbonylation of phenyl bromide catalyzed by Co（OAc）_2 has been investigated with PhCOPh as a sensitizer under visible light in the presence of basic additive.With strong base CH_3ONa,PhCOOCH_3 is produced in 70...The carbonylation of phenyl bromide catalyzed by Co（OAc）_2 has been investigated with PhCOPh as a sensitizer under visible light in the presence of basic additive.With strong base CH_3ONa,PhCOOCH_3 is produced in 70%yield with 100%selectivity,the similar results are also obtained with a stronger base（CH_3）_3CONa.However,with another strong base NaOH,the yield of the ester is only 40%.On the other hand,with weak base NaOAc or（n-C_4H_9）_3N,phenyl bromide cannot be carbonylated.The results of carbonylation of the six substituted phenyl bromides suggest that the activities of o,m,p-BrC_6H_4CH_3 are similar to phenyl bromide, while the activities of o,m,p-BrC_6H_4Cl are higher with the high yields（≥93%） of the corresponding chloro-esters.In addition,the relative position of bromine and chlorine or methyl on phenyl ring has little effect on the activity of the carbonylation.展开更多
文摘The carbonylation of phenyl bromide catalyzed by Co（OAc）_2 has been investigated with PhCOPh as a sensitizer under visible light in the presence of basic additive.With strong base CH_3ONa,PhCOOCH_3 is produced in 70%yield with 100%selectivity,the similar results are also obtained with a stronger base（CH_3）_3CONa.However,with another strong base NaOH,the yield of the ester is only 40%.On the other hand,with weak base NaOAc or（n-C_4H_9）_3N,phenyl bromide cannot be carbonylated.The results of carbonylation of the six substituted phenyl bromides suggest that the activities of o,m,p-BrC_6H_4CH_3 are similar to phenyl bromide, while the activities of o,m,p-BrC_6H_4Cl are higher with the high yields（≥93%） of the corresponding chloro-esters.In addition,the relative position of bromine and chlorine or methyl on phenyl ring has little effect on the activity of the carbonylation.
