Novel C1-symmetric chiral crown ethers bearing rosin acids groups: synthesis and enantiomeric recognition for ammonium salts
作者： Lu-zhi Liu , Chun-huan He , Lin Yang , Yan Huang , Qiang Wu
DOI: 10.1016/J.TET.2014.10.050
关键词: Protonation 、 Chemistry 、 Enantiomer 、 Chiral derivatizing agent 、 Levopimaric acid 、 Resin acid 、 Ammonium 、 1h nmr spectroscopy 、 Organic chemistry
摘要: Four types of novel C1-symmetric chiral crown ethers including 28-crown-8, 20-crown-6, 17-crown-5 and 14-crown-3 (9a–m) were synthesized their enantiodiscriminating abilities with protonated primary amines (10–14) examined by 1H NMR spectroscopy. 20-crown-6 exhibited good recognition properties toward these guests showed different complementarity to some guests, indicating that could be used as a solvating agent determine the enantiopurity guests. In addition, binding model site between hosts also studied computational modeling experimental calculation.
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