利用钨杯[4]芳烃亚胺配合物通过19F核磁共振检测和区分中性有机化合物。
Detection and differentiation of neutral organic compounds by 19F NMR with a tungsten calix[4]arene imido complex.
作者信息
Zhao Yanchuan, Swager Timothy M
机构信息
Department of Chemistry, Massachusetts Institute of Technology , Cambridge, Massachusetts 02139, United States.
出版信息
J Am Chem Soc. 2013 Dec 18;135(50):18770-3. doi: 10.1021/ja4106804. Epub 2013 Dec 3.
Abstract
Fluorinated tungsten calix[4]arene imido complexes were synthesized and used as receptors to detect and differentiate neutral organic compounds. It was found that the binding of specific neutral organic molecules to the tungsten centers induces an upfield shift of the fluorine atom appended on the arylimido group, the extent of which is highly dependent on electronic and steric properties. We demonstrate that the specific bonding and size-selectivity of calix[4]arene tungsten-imido complex combined with (19)F NMR spectroscopy is a powerful new method for the analysis of complex mixtures.
摘要
合成了氟化钨杯[4]芳烃亚胺配合物，并将其用作受体来检测和区分中性有机化合物。研究发现，特定中性有机分子与钨中心的结合会导致连接在芳基亚胺基团上的氟原子发生高场位移，其位移程度高度依赖于电子和空间性质。我们证明，杯[4]芳烃钨-亚胺配合物的特异性键合和尺寸选择性与（19）F核磁共振光谱相结合，是一种用于分析复杂混合物的强大新方法。
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2
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J Am Chem Soc. 2013 Jul 31;135(30):11314-21. doi: 10.1021/ja404981q. Epub 2013 Jul 22.
3
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Prog Nucl Magn Reson Spectrosc. 2013 Apr;70:25-49. doi: 10.1016/j.pnmrs.2012.10.001. Epub 2012 Nov 2.
4
Fluorescent chemodosimeters using "mild" chemical events for the detection of small anions and cations in biological and environmental media.使用“温和”化学事件的荧光化学计量法用于检测生物和环境介质中的小阴离子和阳离子。
Chem Soc Rev. 2012 Jun 21;41(12):4511-35. doi: 10.1039/c2cs00004k. Epub 2012 Apr 25.
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Cavitand-functionalized SWCNTs for N-methylammonium detection.葫芦脲功能化单壁碳纳米管用于检测 N-甲基铵。
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6
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7
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8
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Chem Rev. 2010 May 12;110(5):2620-40. doi: 10.1021/cr900263j.
9
Chemical design of nanoparticle probes for high-performance magnetic resonance imaging.用于高性能磁共振成像的纳米粒子探针的化学设计
Angew Chem Int Ed Engl. 2008;47(28):5122-35. doi: 10.1002/anie.200701674.
10
Bright ideas for chemical biology.化学生物学的绝妙想法。
ACS Chem Biol. 2008 Mar 20;3(3):142-55. doi: 10.1021/cb700248m.
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