CAJ | 학술논문

溴苄类化合物在医药、农药和染料等领域有广泛的应用,在以往的报道中由甲基芳烃制备溴苄类化合物的方法都是采用自由基的历程进行的.报道了一种以甲基芳烃与三溴化硼直接反应采用非自由基的历程制备系列溴甲基芳烃的新方法.该方法反应条件温和、收率高、选择性好.在考察电子效应和位阻效应时发现:该方法对不同取代基的底物适应范围广,带推电子取代基对反应有利;取代基位阻有一定影响但是没有吸电子基团显著.吸电子基团降低产率.同时,在研究溶剂、温度、三溴化硼用量和时间对反应的影响时找到了最佳反应条件.
추변류화합물재의약、농약화염료등영역유엄범적응용,재이왕적보도중유갑기방경제비추변류화합물적방법도시채용자유기적역정진행적.보도료일충이갑기방경여삼추화붕직접반응채용비자유기적역정제비계렬추갑기방경적신방법.해방법반응조건온화、수솔고、선택성호.재고찰전자효응화위조효응시발현:해방법대불동취대기적저물괄응범위엄,대추전자취대기대반응유리;취대기위조유일정영향단시몰유흡전자기단현저.흡전자기단강저산솔.동시,재연구용제、온도、삼추화붕용량화시간대반응적영향시조도료최가반응조건.
A new bromination of methylarenes was developed through boron tribromide under the mild conditions, which is different from traditional free-radical process. The advantage of this method is the good yield and high selectivity. During investigation of electron and steric effect, it was found that substrates with various substitutional groups could give expected products in moderate to good yields. Both steric hindrance and electron effect would affect the reaction. Electron-donating substitute was favorable to bromination, while electron-withdrawing group decreased the yield. At the same time, the influence of solvent, tempera-ture, mass of boron tribromide and reaction time on the bromination was also investigated.