Facile syntheses of homothia- and homoazacalixarenes
Decahomotetrathiacalix[6]arenes were conveniently prepared from the 2:2 cyclization reactions of bis(chloromethyl)phenol-formaldehyde trimers with 1,2-ethanedithiol in high yields. In contrast, the similar reactions of the trimers with 1,3-propanedithiol
Syntheses of chiral homoazacalix[4]arenes incorporating amino acid residues: Molecular recognition for racemic quaternary ammonium ions
Chiral calixarene analogues incorporating amino acid residues into the macrocyclic rings were prepared from the cyclization reactions of bis(chloromethyl)phenol-formaldehyde tetramer with amino acid methyl ester in moderate yields. The macrocycles form a chiral concavity, which is induced by the chiral transmission from the point chirality of the amino acid residues to the phenol-formaldehyde tetramer unit. The macrocycles have the cavity π-basic enough to include the quaternary ammonium ion due to the cation-π interaction and can serve as a shift reagent for racemic ammonium ions during 1H NMR analysis.
Syntheses of chiral calixarene analog incorporating amino acid residues: Molecular recognition for a racemic ammonium ion by the macrocycles
Chiral calixarene analog incorporating amino acid residues into macrocyclic rings was prepared. The macrocycles form a chiral concave, which is induced by the chiral transmission from the amino acid to the phenol-formaldehyde tetramer unit through the hyd
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