摘要
用2-二茂铁基-1,3-二噻烷的锂代物与芳基羰基化合物的反应,合成了16种2-二茂铁基-2-(芳基羟甲基)-1,3-二噻烷.简要讨论了产物的~1H NMR谱以及羰基化合物结构对反应的影响.
The aim of this work is to develop a new route for the synthesis of ferrocenyl acyloin derivatives. The route consists of the reaction of 2-ferrocenyl- 1 , 3-dithiane with aryl carbonyl compounds to form a class of intermediates, 2-ferrocenyl- 2- (aryl hydroxylmethyl)-l,3-dithianes( Ⅲ ), which are then hydrolyzed to afford the desired products. In this paper we only report the synthesis and some properties of the intermediates ( Ⅲ ) . Sixteen of the intermediates ( Ⅲ ) are obtained , they are all new ferrocene derivatives.where R=H,Ar=C6H4X(X=p-Me2N, p-MeO, o-MeO,,p-Me, p-Ph, p-F, m-Cl, y-Cl, m-F, m-Br, H), C6H3(OMe)2-o,p, Fc5 R=Me, Ar=C6H4X (X = p-MeO, p-Cl), Fc.The structures of these products were identified by elemental analysis, IR and 1H NMR spectra.It is found that the yields vary with the structures of the carbonyl compounds. All aromatic aldehydes, for instance, give yields of 80-98%, while for methyl aryl ketones, the yields drop to 60-73%. Other higher ketones give no product at all. From the yields of the products synthesized from aryl carbonyl compounds with different substituents on different positions of the phenyl ring, it can been seen that there exist neither electronic nor steric effect in,the reaction. In addition, a brief discussion for the 1H NMR spectra of the products is presented in this paper.
出处
《高等学校化学学报》
SCIE
EI
CAS
CSCD
北大核心
1989年第10期1017-1021,共5页
Chemical Journal of Chinese Universities
基金
国家自然科学基金
