An enantiomeric nanoscale architecture obtained from a pseudoenantiomeric aggregate: Covalent fixation of helical chirality formed in self-assembled discotic triazine triamides by chiral amplification
Covalent fixation of a chiral helical structure which is created in a self-assembling system by a chiral-amplification method based on the sergeants/soldiers principle is reported. Disk-shaped triazine triamides self-assembled to form columnar-type helica
A facile route to multi-functionalization of methyl gallate: Pivotal synthons for mesomorphic materials
The preparation of mono-, di- and trisubstituted gallic derivatives is described using either 1-bromododecane or 12-bromo-1-dodecanol. After saponification of the methyl ester bearing the dodecanol groups, subsequent functionalization with methacryloyl chloride provides the hybrid methacrylate esters/anhydride species. Selective cleavage of the anhydride function gives rise to the corresponding acids, which have been further functionalized to the imine derivative 15 by condensation with 4-[imino-4-(toluyl)]phenol. This reaction is made possible using the acidic form of 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide (EDC·HCl) and dimethylaminopyridine (DMAP). Selective hydrolysis of the imine function with a HCl-treated silica provides the targeted aniline in excellent yield.
Nguyen, Patrick,Douce, Laurent,Ziessel, Raymond
p. 5441 - 5444
(2007/10/03)
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