Russian Chemical Bulletin

, Volume 47, Issue 11, pp 2220–2225 | Cite as

Regio- and stereochemical aspects of bromochlorination of norbornene

  • N. V. Zyk
  • E. K. Beloglazkina
  • V. S. Tyurin
  • Yu. K. Grishin
Organic Chemistry
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Revised:
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Abstract

Bromochlorination of norbornene whose chemo- and regio-selectivity is determined by the type of the halogenating reagent used was studied. Three isomeric bromochloronorbornanes (2-endo-bromo-3-exo-chloro-, 2-exo-bromo-3-endo-chloro-, and 2-exo-bromo-7-syn-chlorobicyclo[2.2.1.]heptanes), 2-exo-7-syn- and 2-exo-7-anti-dibromo- and-dichloronorbornanes, and 2-bromonortricyclane were isolated and characterized by1H and13C NMR spectra. The spectral and structural characteristics of the resulting compounds are discussed.

Key words

bromochlorination norbornene bromochloronorbornane dibromonorbornane dichloronorbornane 
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Copyright information

© Kluwer Academic/Plenum Publishers 1999

Authors and Affiliations

  • N. V. Zyk
    • 1
  • E. K. Beloglazkina
    • 1
  • V. S. Tyurin
    • 1
  • Yu. K. Grishin
    • 1
  1. 1.Department of ChemistryM. V. Lomonosov Moscow State UniversityMoscowRussian Federation

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