摘要
在钌1,2-萘醌-1-肟(1-nqo)配合物cis,cis-[Ru(1-nqo)2(CO)(NCMe)](1)或trans,trans-[Ru(1-nqo)2(PBu3)2](2)的作用下,氰基乙酸乙酯与取代苯甲醛发生aldolC—C成键反应.根据GC-MS检测及HPLC分离结果,对二苯甲醛的二个醛基可分别或同时与氰基乙酸乙酯发生aldol反应.1HNMR表征结果证明,二种产物的双键构型均为反式.其它取代苯甲醛的反应均给出单一反式aldol产物,这表明该催化反应具有立体选择性.配合物1的催化活性稍差,产率不超过60%,而配合物2的催化活性要高于1,最高产率达99%.
Aldol C-C bond formation reactions of ethyl cyanoacetate with benzaldehydes were catalyzed by ruthenium 1,2-naphthoquinone-1-oxime (1-nqo) complex, cis,cis-[Ru(1-nqo)(2)(CO)(NCMe)] (1) or trans,trans[Ru(1-nqo)(2)(PBu3)(2)] (PBu3=tributylphosphine) (2). The reactions were monitored by GC and the products were characterized by GC-MS and H-1 NMR spectra. Except the reaction of p-formylbenzaldehyde that gave both single and double adducts, a single aldol product was detected in the catalytic reactions. H-1 NMR measurement of the purified products indicated that the stereochemistry of the products is E, showing the anti-selectivity of the catalytic reaction. The yield of 2 catalyzed reactions is higher than that of 1.
出处
《有机化学》
SCIE
CAS
CSCD
北大核心
2005年第4期424-426,共3页
Chinese Journal of Organic Chemistry
基金
教育部留学回国人员科研启动基金
东北大学留学回国博士启动基金(No.T000509)资助项目.
