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Ar1-5 and Ar2-6 aryl participation in ionic and free radical processes

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Zusammenfassung

Die Beteiligung von Arylgruppen in Solvolysen von 4-Aryl-1-butylhalogeniden und Arylsulfonaten sowie in Reaktionen von freien 4-Aryl-1-butyl-radikalen wird diskutiert. Bei geeignet methoxylierten oder hydroxy-lierten 4-Aryl-1-butylverbindungen kann die Formolyse entweder mit Ar1-5-oder Ar1-6-Arylbeteiligung verlaufen. Dies führt zur Bildung von Tetralin. Da bei Ar1-5-Beteiligung ein Spirocarboniumion entsteht, in welchem entweder Cα oder Cδ der ursprünglichen Butylseitenkette wandern kann, ist es möglich, dass ein anderes Tetralin geformt wird als auf dem direkteren Ar2-6-Weg. Als Beispiel dient die Formolysenreaktion von 4-p-Anisyl-4-methyl-1-pentylbrombenzolsulfonat.

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Authors and Affiliations

  1. Department of Chemistry, University of California, Los Angeles 24, California

    S. Winstein, R. Heck, S. Lapporte & R. Baird

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  1. S. Winstein
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  2. R. Heck
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  3. S. Lapporte
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  4. R. Baird
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Additional information

Research supported by the Office of Naval Research. — Research sponsored by the Office of Ordnance Research, U. S. Army.

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Winstein, S., Heck, R., Lapporte, S. et al. Ar1-5 and Ar2-6 aryl participation in ionic and free radical processes. Experientia 12, 138–141 (1956). https://doi.org/10.1007/BF02170600

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