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Chiral Resolution of β-dl-Phenylalanine Using Chiral Macrocyclic Nickel(Ⅱ) Complexes
作者姓名:欧光川  李治章  张敏  袁先友
作者单位:Department of Biology and Chemistry, Hunan University of Science and Engineering
基金项目:Supported by the Scientific Research Fund of Hunan Provincial Education Department(13B029,13A030,13CY029); the Program for Excellent Talents in Hunan University of Science and Engineering(2013); the Construct Program of the Key Discipline in Hunan Province(2011-76); the Science and Technology Innovative Research Team in Higher Educational Institutions of Hunan Province(2012-318); NSF of Hunan(11JJ2009)
摘    要:The reactions of chiral four-coordinated nickel(Ⅱ) complex [Ni(RR-L)](ClO4)2/[Ni(SS- L)](ClO4)2 with β-dl-phenylalanine in acetonitrile/water gave a six-coordinated enantiomer of [Ni(RR-L)(β-d-HPhe)](ClO4)2(1) and [Ni(SS-L)(β-l-HPhe)](ClO4)2(2), respectively(L = 5,5,7, 12,12,14-hexamethyl-1,4,8,11-tetraazacyclotetradecane, HPhe = phenylalanine). Single-crystal X-ray diffraction analyses revealed that the nickel(Ⅱ) atom displays a distorted octahedral coordination geometry by coordinating with four nitrogen atoms of L in a folded configuration, and two carboxylate oxygen atoms of β-d/l-HPhe in cis-position in both complexes. The monomers of [Ni(RR-L)(β-d-HPhe)]2+ and [Ni(SS-L)(β-l-HPhe)]2+ are connected through intermolecular hydrogen bonds to generate one-dimensional zigzag chains, respectively. The homochiral natures of 1 and 2 are confirmed by the results of CD spectroscopy.

关 键 词:chiral resolution  macrocyclic nickel(Ⅱ) complexes  β-dl-phenylalanine
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