60654-16-2Relevant academic research and scientific papers
Synthesis of novel chiral lipophilic pyridyl-containing β-amino alcohol ligands and enantioselective hydrolysis of α-amino acid esters by chiral metallomicelles
You, Jingsong,Yu, Xiaoqi,Liu, Ke,Tao, Lin,Xiang, Qingxiang,Xie, Rugang
, p. 243 - 254 (2007/10/03)
Seven novel chiral lipophilic pyridyl-containing β-amino alcohol ligands have been synthesized by coupling of 6-alkoxymethyl-2- chloromethylpyridine 3 with the corresponding chiral β-amino alcohols or L- cysteine. Their metal ion complexes have been inves
Enantioselective hydrolysis of long chain α-amino acid esters by chiral sulfur-containing macrocyclic metallomicelles
You, Jingsong,Yu, Xiaoqi,Li, Xingshu,Yan, Qianshun,Xie, Rugang
, p. 1197 - 1203 (2007/10/03)
A novel chiral lipophilic sulfur-containing macrocyclic ligand 5 with bis-pendant alcohols in the proximity of the coordination center has been synthesized. Its metal ion complexes have been investigated as catalysts for the enantioselective hydrolysis of long chain α-amino acid esters in aqueous comicellar solution with Brij35. Large rate accelerations (up to 220 times) and moderate enantioselectivities (up to 4.85 (k(S)/k(R))) employing the macrocyclic 5-Cu2+ have been observed, whereas the acyclic 3-Cu2+ exhibits less reactivity and stereoselectivity. Taking the analogous ligand 4, lacking the hydroxy groups leads to a dramatic rate decrease, and an inversion of enantioselectivity is observed. The pKa value of the hydroxyl bound to Cu2+ is determined to be pKa=7.2 under our micellar reaction conditions.
