The 1 7 0 chemical shift data for a series of 2and 4-alkyl-and -aryl-substituted pyridine N-oxides, as well as those for quinoline N-oxide (13), benzocflquinoline N-oxide (14) and benzo[h]qninoline N-oxide (15) at natural abundance were measured in acetonitrile at 75°C. 2-Alkyl groups cause a deshie
Structural effects on 17O NMR shifts of cyclic phosphine oxides
✍ Scribed by Louis D. Quin; Jerzy Szewczyk; Kathleen Linehan; David L. Harris
- Publisher
- John Wiley and Sons
- Year
- 1987
- Tongue
- English
- Weight
- 268 KB
- Volume
- 25
- Category
- Article
- ISSN
- 0749-1581
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✦ Synopsis
The 1 7 0 NMR chemical shifts of a variety of cyclic phosphine oxides were recorded at natural abundance. The shifts proved to be extremely sensitive to structural effects such as ring size and the presence of y-interactions. Values were found to cover a 70 ppm range. The most unusual effect was discovered with phosphine oxide groups in the 7-position of the norbornene framework. When the oxygen was anti to the double bond, exceptionally strong deshielding (by as much as 60 ppm) occurred relative to the isomer with syn oxygen. ''0 NMR clearly has value as a structural diagnostic technique with phosphine oxides.
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