Reactions of carbamyl radicals: intramolecular hydrogen abstraction reactions |
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| Institution: | 1. Institute for Medical Research and Occupational Health, Ksaverska c. 2, P.O. Box 291, HR-10000 Zagreb, Croatia;2. Rudjer Bošković Institute, Bijenička c. 54, P.O. Box 180, HR-10002 Zagreb, Croatia;3. Department of Organic Chemistry, Faculty of Chemical Engineering and Technology, University of Zagreb, Marulićev trg 20, P.O. Box 177, HR-10000 Zagreb, Croatia |
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| Abstract: | ω-Phenylalkyl-N-methylcarbarnyl radicals undergo intermolecular addition to 3,3-dinethylbut-l-ene in preference to intramolecular hydrogen abstraction. Methyl N-(ω-phenylalkyl) carbanyl radicals and methyl N-pentylcarbamyi radicals readily abstract hydrogen through a six membered transition state or a seven membered transition state if the hydrogen is beniylic. The selectivities are interpreted in terms of the electrophilicity of the radical and the stereo-electronic requirements of hydrogen abstraction reactions. |
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