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Selenium-77 NMR spectral analysis of selected substituted selenanes, selenanones and 3-selena-7-azabicyclo[3.3.1]nonanes and derivatives

✍ Scribed by M. Daniel Thompson; Gary S. Smith; K. Ramalingam; K. Darrell Berlin


Book ID
102528898
Publisher
John Wiley and Sons
Year
1986
Tongue
English
Weight
474 KB
Volume
24
Category
Article
ISSN
0749-1581

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✦ Synopsis


A series of selenanes and selenanones have been examined using "Se NMR analysis. Sharp resonances were found in all cases whether recorded at 47.7, 51.4 or 57.22MHz or in DCCI, or DMSO-&. Diphenyl diselenide was used as the external reference, but all resonances were subsequently referred to dimethyl selenide (OOC, Oppm). It was observed that in the selenanone family any substituent at the a-, bor y-positions exerted a significant effect on the "Se resonances. The same was true in the selenanes. Moreover, the presence of a chair-chair or chair-boat form in cettain 3-selena-7-azabicyclo[3.3.l]nonan-9-ones and related 3-selena-7-azabicyclo[3.3.l]nonanes (and hydroperchlorates) induced remarkable differences in "Se shifts. Some general observations and conclusions are delineated in terms of the influence of various groups on the "Se resonances in these cyclic systems.


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## Abstract The ^1^H and ^13^C NMR spectra of 2,4,6,8‐tetraaryl‐3,7‐diazabicyclo[3.3.1]nonan‐9‐ones (1–2), oximes (3–8) and __O__‐benzyl oximes (9–12) were recorded. The chemical shifts were unambiguously assigned using 1D and 2D NMR spectral data. The results clearly indicate that the compounds ex