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...

Full description

Bibliographic Details
Main Authors: Zhao, Yanchuan, Swager, Timothy Manning
Other Authors: Massachusetts Institute of Technology. Department of Chemistry
Format: Article
Language:en_US
Published: American Chemical Society (ACS) 2015
Online Access:http://hdl.handle.net/1721.1/95736
_version_ 1826214620184969216
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.
first_indexed 2024-09-23T16:08:42Z
format Article
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)
record_format dspace
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
work_keys_str_mv AT zhaoyanchuan detectionanddifferentiationofneutralorganiccompoundsbysuperscript19fnmrwithatungstencalix4areneimidocomplex
AT swagertimothymanning detectionanddifferentiationofneutralorganiccompoundsbysuperscript19fnmrwithatungstencalix4areneimidocomplex