[superscript 19]F NMR Fingerprints: Identification of Neutral Organic Compounds in a Molecular Container
Improved methods for quickly identifying neutral organic compounds and differentiation of analytes with similar chemical structures are widely needed. We report a new approach to effectively “fingerprint” neutral organic molecules by using 19F NMR and molecular containers. The encapsulation of analy...
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| Other Authors: | |
| Format: | Article |
| Language: | en_US |
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American Chemical Society (ACS)
2017
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| Online Access: | http://hdl.handle.net/1721.1/110770 https://orcid.org/0000-0003-0915-2185 |
| _version_ | 1826195424952713216 |
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| author | Zhao, Yanchuan Markopoulos, Georgios Swager, Timothy M |
| author2 | Massachusetts Institute of Technology. Department of Chemistry |
| author_facet | Massachusetts Institute of Technology. Department of Chemistry Zhao, Yanchuan Markopoulos, Georgios Swager, Timothy M |
| author_sort | Zhao, Yanchuan |
| collection | MIT |
| description | Improved methods for quickly identifying neutral organic compounds and differentiation of analytes with similar chemical structures are widely needed. We report a new approach to effectively “fingerprint” neutral organic molecules by using 19F NMR and molecular containers. The encapsulation of analytes induces characteristic up- or downfield shifts of 19F resonances that can be used as multidimensional parameters to fingerprint each analyte. The strategy can be achieved either with an array of fluorinated receptors or by incorporating multiple nonequivalent fluorine atoms in a single receptor. Spatial proximity of the analyte to the 19F is important to induce the most pronounced NMR shifts and is crucial in the differentiation of analytes with similar structures. This new scheme allows for the precise and simultaneous identification of multiple analytes in a complex mixture. |
| first_indexed | 2024-09-23T10:12:26Z |
| format | Article |
| id | mit-1721.1/110770 |
| institution | Massachusetts Institute of Technology |
| language | en_US |
| last_indexed | 2024-09-23T10:12:26Z |
| publishDate | 2017 |
| publisher | American Chemical Society (ACS) |
| record_format | dspace |
| spelling | mit-1721.1/1107702022-09-30T19:36:49Z [superscript 19]F NMR Fingerprints: Identification of Neutral Organic Compounds in a Molecular Container 19F NMR Fingerprints: Identification of Neutral Organic Compounds in a Molecular Container Zhao, Yanchuan Markopoulos, Georgios Swager, Timothy M Massachusetts Institute of Technology. Department of Chemistry Zhao, Yanchuan Markopoulos, Georgios Swager, Timothy M Improved methods for quickly identifying neutral organic compounds and differentiation of analytes with similar chemical structures are widely needed. We report a new approach to effectively “fingerprint” neutral organic molecules by using 19F NMR and molecular containers. The encapsulation of analytes induces characteristic up- or downfield shifts of 19F resonances that can be used as multidimensional parameters to fingerprint each analyte. The strategy can be achieved either with an array of fluorinated receptors or by incorporating multiple nonequivalent fluorine atoms in a single receptor. Spatial proximity of the analyte to the 19F is important to induce the most pronounced NMR shifts and is crucial in the differentiation of analytes with similar structures. This new scheme allows for the precise and simultaneous identification of multiple analytes in a complex mixture. National Institute of General Medical Sciences (U.S.) (Grant GM095843) German Academic Exchange Service (Postdoctoral Fellowship) Shanghai Institute of Organic Chemistry (Postdoctoral Fellowship) Zhejiang Medicine Co., Ltd. (Postdoctoral Fellowship) Pharmaron (Postdoctoral Fellowship) 2017-07-18T18:45:19Z 2017-07-18T18:45:19Z 2014-07 2014-05 Article http://purl.org/eprint/type/JournalArticle 0002-7863 1520-5126 http://hdl.handle.net/1721.1/110770 Zhao, Yanchuan, Georgios Markopoulos, and Timothy M. Swager. “[superscript 19] F NMR Fingerprints: Identification of Neutral Organic Compounds in a Molecular Container.” Journal of the American Chemical Society 136.30 (2014): 10683–10690. https://orcid.org/0000-0003-0915-2185 en_US http://dx.doi.org/10.1021/ja504110f 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) ACS |
| spellingShingle | Zhao, Yanchuan Markopoulos, Georgios Swager, Timothy M [superscript 19]F NMR Fingerprints: Identification of Neutral Organic Compounds in a Molecular Container |
| title | [superscript 19]F NMR Fingerprints: Identification of Neutral Organic Compounds in a Molecular Container |
| title_full | [superscript 19]F NMR Fingerprints: Identification of Neutral Organic Compounds in a Molecular Container |
| title_fullStr | [superscript 19]F NMR Fingerprints: Identification of Neutral Organic Compounds in a Molecular Container |
| title_full_unstemmed | [superscript 19]F NMR Fingerprints: Identification of Neutral Organic Compounds in a Molecular Container |
| title_short | [superscript 19]F NMR Fingerprints: Identification of Neutral Organic Compounds in a Molecular Container |
| title_sort | superscript 19 f nmr fingerprints identification of neutral organic compounds in a molecular container |
| url | http://hdl.handle.net/1721.1/110770 https://orcid.org/0000-0003-0915-2185 |
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