Radikalreaktionen an N-Heterocyclen, X. Radikalreaktionen cyclischer 1,2-Diacylhydrazine
✍ Scribed by Kluge, Ralph ;Schulz, Manfred ;Omelka, Ladislav ;Reinhardt, Michael
- Publisher
- Wiley (John Wiley & Sons)
- Year
- 1992
- Tongue
- English
- Weight
- 452 KB
- Volume
- 125
- Category
- Article
- ISSN
- 0009-2940
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✦ Synopsis
Oxidation / Hydrazyls / Hydrazine oxyls / ESR Free Radical Reactions of N-Heterocyclic Compounds, Xi']. -Radical Reactions of Cyclic 1.2-Diacylhydrazines Cyclic 1,Zdiacylhydrazyls 3 have been detected by ESR spectroscopy during oxidation of the corresponding NH compounds 2. The N coupling constants are determined and confirmed by simulation and by 15N labeling. The hydrazyls 3 react by dimerization to the corresponding tetrazanes of type 5 or by fl scission to the diacyl azo compounds 4 and C radicals. The fl scission of the radicals 3 is elucidated by UV/Vis detection of the azo compound 4b and reaction of 4 b to Diels-Alder adducts. The alkyl radicals are trapped by nitrosobenzene (8) (ESR).
📜 SIMILAR VOLUMES
Die Diacylhydrazyl-Radikale 5 werden aus den N-(Pbenylamino)dicarbonsiureimideo 1, 2% b, 3% -f und 4 durch Oxidation mit verschiedenen Oxidantien emu@. Die Radikale 5 reagieren a d zwei Wepn: a) Dimerisatioa zu Tetraanen 8, die durch Ak-;rcptorsubstitucntcn im AniEnomt lxgiinstigt Wird; b) durch N -
1,3‐Dipolar Cycloaddition of Electrophilic Azides to Cyclic Ketene N,X‐Acetals. — Extrusion of Molecular Nitrogen and Ring Expansion of the [3 + 2] Cycloadducts. The electrophilic azides 2 react with cyclic ketene N,X‐acetals of type 7, e.g. 13, 15, 18, 21, 23, 25, and with the alkylidene‐dihydroin