Detection and Differentiation of Neutral Organic Compounds by [superscript 19]F NMR with a Tungsten Calix[4]arene Imido Complex
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 a...
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American Chemical Society (ACS)
2015
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Online Access: | http://hdl.handle.net/1721.1/95736 |
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author | Zhao, Yanchuan Swager, Timothy Manning |
author2 | Massachusetts Institute of Technology. Department of Chemistry |
author_facet | Massachusetts Institute of Technology. Department of Chemistry Zhao, Yanchuan Swager, Timothy Manning |
author_sort | Zhao, Yanchuan |
collection | MIT |
description | 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 [superscript 19]F NMR spectroscopy is a powerful new method for the analysis of complex mixtures. |
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id | mit-1721.1/95736 |
institution | Massachusetts Institute of Technology |
language | en_US |
last_indexed | 2024-09-23T16:08:42Z |
publishDate | 2015 |
publisher | American Chemical Society (ACS) |
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spelling | mit-1721.1/957362022-10-02T06:36:51Z Detection and Differentiation of Neutral Organic Compounds by [superscript 19]F NMR with a Tungsten Calix[4]arene Imido Complex Zhao, Yanchuan Swager, Timothy Manning Massachusetts Institute of Technology. Department of Chemistry Zhao, Yanchuan Swager, Timothy Manning 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 [superscript 19]F NMR spectroscopy is a powerful new method for the analysis of complex mixtures. National Institute of General Medical Sciences (U.S.) (Grant GM095843) Shanghai Institute of Organic Chemistry (SIOC Postdoctoral Fellowship) 2015-02-27T16:58:38Z 2015-02-27T16:58:38Z 2013-12 2013-10 Article http://purl.org/eprint/type/JournalArticle 0002-7863 1520-5126 http://hdl.handle.net/1721.1/95736 Zhao, Yanchuan, and Timothy M. Swager. “Detection and Differentiation of Neutral Organic Compounds by [superscript 19]F NMR with a Tungsten Calix[4]arene Imido Complex.” Journal of the American Chemical Society 135, no. 50 (December 18, 2013): 18770–18773. en_US http://dx.doi.org/10.1021/ja4106804 Journal of the American Chemical Society Article is made available in accordance with the publisher's policy and may be subject to US copyright law. Please refer to the publisher's site for terms of use. application/pdf American Chemical Society (ACS) PMC |
spellingShingle | Zhao, Yanchuan Swager, Timothy Manning Detection and Differentiation of Neutral Organic Compounds by [superscript 19]F NMR with a Tungsten Calix[4]arene Imido Complex |
title | Detection and Differentiation of Neutral Organic Compounds by [superscript 19]F NMR with a Tungsten Calix[4]arene Imido Complex |
title_full | Detection and Differentiation of Neutral Organic Compounds by [superscript 19]F NMR with a Tungsten Calix[4]arene Imido Complex |
title_fullStr | Detection and Differentiation of Neutral Organic Compounds by [superscript 19]F NMR with a Tungsten Calix[4]arene Imido Complex |
title_full_unstemmed | Detection and Differentiation of Neutral Organic Compounds by [superscript 19]F NMR with a Tungsten Calix[4]arene Imido Complex |
title_short | Detection and Differentiation of Neutral Organic Compounds by [superscript 19]F NMR with a Tungsten Calix[4]arene Imido Complex |
title_sort | detection and differentiation of neutral organic compounds by superscript 19 f nmr with a tungsten calix 4 arene imido complex |
url | http://hdl.handle.net/1721.1/95736 |
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