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17O NMR chemical shifts versus structure relationships in oxiranes |
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| Authors: | Hiizu Iwamura Tadashi Sugawara Yuzo Kawada Kazuo Tori Ryonosuke Muneyuki Ryoji Noyori |
| Institution: | Division of Applied Molecular Science, Institute for Molecular Science, Myodaiji, Okazaki 444, Japan;Shionogi Research Laboratory, Shionogi & Co., Ltd., Fukushima-ku, Osaka 553, Japan;Department of Chemistry, Faculty of Science, Nagoya University, Chikusa-ku, Nagoya 464, Japan |
| Abstract: | Natural-abundance 17O NMR spectra have been measured for twenty one oxiranes. Their chemical shifts covering a 100 ppm range were interpreted in terms of the paramagnetic β- and diamagnetic γ-effects. In addition, through-space orbital interaction between the ethylenic π and the Walsh orbitals of the oxirane ring was suggested by a lowfield shift in norbornadiene -oxide. |
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