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High-field2Hmr spectrometry of deuteriated 1,3,3-trimethylbicyclo[2.2.1]heptan-2-ones. Determination of geminal deuterium isotope effects on deuterium chemical shift

 

作者: Nick Henry Werstiuk,   George Timmins,   Brian Sayer,  

 

期刊: Canadian Journal of Chemistry  (NRC Available online 1986)
卷期: Volume 64, issue 7  

页码: 1415-1416

 

ISSN:0008-4042

 

年代: 1986

 

DOI:10.1139/v86-241

 

出版商: NRC Research Press

 

数据来源: NRC

 

摘要:

By a high-field2Hmr study of deuteriated 1,3,3-trimethylbicyclo[2.2.1]heptan-2-ones (fenchones), we have established that the geminal deuterium isotope effects on theexo-6-,endo-6-, and methyl deuterons are 1.46 ± 0.06 Hz (0.019 ppm), 1.61 ± 0.06 Hz (0.021 ppm), and 1.46 ± 0.06 Hz (0.019 ppm), respectively. From this study it is clear that high-field2Hmr has the potential of providing directly all the information on the degree of deuterium substitution at carbon previously obtained indirectly by13Cmr, while retaining the ability to identify chemically nonequivalent deuterons.

 

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