摘要
Dendrimers are the subject of intense attention recently because of their anticipated potentialities and the peculiar structural properties.A novel synthetic route for the preparation of functionalized dendrons built on the 1,3,5-benzenetricarboxaldehyde core and endowed with a periphery of pentaerythritol groups has been developed.1,3,5-Tri(2,6-dioxa-4,4-dihydroxymethyl cyclohexyl) benzene(1) was synthesized by the condensation of 1,3,5-benzenetricarboxaldehyde with pentaerythritol in the presence of hot CHCl3 and p-methyl benzene sulfonic acid with 55% yield.By turning 1,3,5-benzenetricarboxaldehyde into its trioxime,it was protected to decrease the cross-linked reaction with compound 1 both including many groups.The reaction of compound 1 with 1,3,5-benzenetricarboxaldehyde trioxime and pentaerythritol afforded 1,3,5-tri{3-[2,4,8,10 -tetra-oxa-9(3,5-di(2,6-dioxa-4,4-dihydroxymethylcyclohexyl) phenyl]spiro\undecyl}benzene(2) by using I2 as the catalyst,and the yield was 25.2%.Product 2 and its intermediates were identified by IR,1H NMR,MS spectra and elemental analysis.
Dendrimers are the subject of intense attention recently because of their anticipated potentialities and the peculiar structural properties. A novel synthetic route for the preparation of functionalized dendrons built on the 1,3,5-benzenetricarboxaldehyde core and endowed with a periphery of pentaerythritol groups has been developed. 1,3,5-Tri (2,6-dioxa-4,4-dihydroxymethyl cyclohexyl) benzene ( 1 ) was synthesized by the condensation of 1,3,5-benzenetricarboxaldehyde with pentaerythritol in the presence of hot CHCl3 and p-methyl benzene sulfonic acid with 55% yield. By turning 1,3,5-benzenetricarboxaldehyde into its trioxime, it was protected to decrease the cross-linked reaction with compound 1 both including many groups. The reaction of compound 1 with 1,3,5-benzenetricarboxaldehyde trioxime and pentaerythritol afforded 1,3,5-tri { 3- [ 2,4,8, 10 -tetra-oxa-9 ( 3,5-di ( 2,6-dioxa-4,4-dihydroxymethylcyclohexyl ) phenyl ] spiro [ 5.5 ] undecyl } benzene ( 2 ) by using 12 as the catalyst, and the yield was 25.2%. Product 2 and its intermediates were identified by IR, ^1H NMR, MS spectra and elemental analysis.
出处
《高等学校化学学报》
SCIE
EI
CAS
CSCD
北大核心
2006年第1期82-84,共3页
Chemical Journal of Chinese Universities
基金
国家自然科学基金(批准号:20472064)
天津市自然科学基金(批准号:040884311)资助