McIntyre, Daniel K. and Dervan, Peter B. (1982) 1,1-Di-tert-butyldiazene. Journal of the American Chemical Society, 104 (23). pp. 6466-6468. ISSN 0002-7863. https://resolver.caltech.edu/CaltechAUTHORS:20160511-154046508
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Abstract
1,1-Diazenes (aminonitrenes, N-nitrenes) are unstable species usually not isolated or directly observed. The recent syntheses of kinetically persistent 1, 1-diazenes, N-(2,2,6,6-tetramethylpiperidyl)nitrene and N-(2,2,5,5-tetramethylpyrrolidyl)nitrene, have allowed direct studies on this species. These five- and six-membered cyclic 1, 1-diazenes are equipped with a steric blockade to dimerization and are sufficiently long lived in solution at - 78 °C to permit spectroscopic inspection and purification by low temperature chromatography (-88 °C) for thermal and photochemical studies.4 Acyclic 1,1-diazenes have so far eluded detection. We report here the synthesis and direct observation of 1, 1-di-tert-butyldiazene ( 1 ), an isomer of the characterized azo compounds cis- and trans-1,2-di-tert-butyldiazenes (2 and 3).
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| Additional Information: | © 1982 American Chemical Society. Received July 6, 1982. We are grateful to the National Science Foundation (CHE 80-06495) for support of this research and use of the Southern California NMR Facility supported by NSF Grant CHE 79-16324. Contribution No. 6664 from the Division of Chemistry and Chemical Engineering, California Institute of Technology Pasadena, California 91125. | |||||||||
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| Issue or Number: | 23 | |||||||||
| Record Number: | CaltechAUTHORS:20160511-154046508 | |||||||||
| Persistent URL: | https://resolver.caltech.edu/CaltechAUTHORS:20160511-154046508 | |||||||||
| Official Citation: | 1,1-Di-tert-butyldiazene Daniel K. McIntyre and Peter B. Dervan Journal of the American Chemical Society 1982 104 (23), 6466-6468 DOI: 10.1021/ja00387a061 | |||||||||
| Usage Policy: | No commercial reproduction, distribution, display or performance rights in this work are provided. | |||||||||
| ID Code: | 67031 | |||||||||
| Collection: | CaltechAUTHORS | |||||||||
| Deposited By: | Victoria Brennan | |||||||||
| Deposited On: | 19 May 2016 21:22 | |||||||||
| Last Modified: | 26 Nov 2019 11:15 |
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