Published March 1, 1981
| public
Journal Article
^(15)N NMR Spectrum of a 1,1-Diazene. N-(2,2,6,6-Tetramethylpiperidyl)nitrene
Chicago
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Abstract
The low-temperature ^(15)N NMR spectrum of the 1,1-diazene, N-(2,2,6,6-tetramethylpiperidyl)nitrene (l), is reported. The ^(15)N double- and mono-labeled 1,ldiazenes la and lb were synthesized. The nitrene and amino nitrogens of 1 have resonance in dimethyl ether at -90 ºC at 917.0 and 321.4 ppm, respectively, downfield from anhydrous ^(15)NH_3, affording a chemical shift difference of 595 ppm for the directly bonded nitrogen nuclei. The chemical shift of the ring nitrogen is consistent with an amino nitrogen whose lone pair is largely delocalized. The large downfield shift of the nitrene nitrogen is consistent with a large paramagnetic term due to a low-lying n → π^* transition.
Additional Information
© 1981 American Chemical Society. The authors are grateful to the National Science Foundation for generous support. Camille and Henry Dreyfus Teacher Scholar 1978-1983. National Science Foundation Postdoctoral Fellow. National Science Foundation Predoctoral Fellow.Additional details
- Alternative title
- Nitrogen-15 NMR spectrum of a 1,1-diazene. N-(2,2,6,6-tetramethylpiperidyl)nitrene
- Eprint ID
- 60798
- Resolver ID
- CaltechAUTHORS:20151006-073241239
- NSF
- Camille and Henry Dreyfus Foundation
- Created
-
2015-10-06Created from EPrint's datestamp field
- Updated
-
2021-11-10Created from EPrint's last_modified field
- Other Numbering System Name
- Caltech Gates and Crellin Laboratories of Chemistry
- Other Numbering System Identifier
- 6294