Abstract:

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 I2 as the catalyst, and the yield was 25.2%.  Product 2 and its intermediates were identified by IR, ¹ H NMR, MS spectra and elemental analysis.

Key words: Mesitylene; 1,3,5-Benzenetricarboxaldehyde; Pentaerythritol; Dendrimer