162306-81-2Relevant articles and documents
Synthesis and complexation behavior of some crown ethers derived from D-hexopyranosides and D-mannitol towards racemic phenylglycine salts
Joly, Jean-Pierre,Nazhaoui, Mostafa,Dumont, Beatrice
, p. 369 - 380 (2007/10/02)
Eleven crown ethers, nine of the type, one of the type and one of the type, incorporating a catechol, a resorcinol or a substituted catechol unit, were synthesized in good yields from D-hexopyranosides or D-mannitol ketals via a two-step method.These macrocycles and some of their 4-O-alky derivatives (in the case of the glucopyranosides) were then tested for chiral recognition towards the enantiomers of phenylglycine as its methyl ester salt.Monoplate partitioning experiments between deutero chloroform and deuterium oxide monitored by proton NMR showed that only three derivatives of D-mannitol (hosts 12, 14 and 15) manifested enantioselectivity at 273 K. - Keywords: crown ethers; hexopyranosides; D-mannitol; monoplate partitioning; enantioselectivity.