Dehydrohalogenation Reactions Induced by Sodamide Containing Complex Bases (I). Mechanistic Studies on Dehydrohalogenation from trans-1,2-Dihalocyclohexanes

소다아미드를 포함하는 복합염기에 의한 탈할로겐화수소반응 (제1보). 트란스-1,2-디할로시클로헥산의 탈할로겐화수소 반응의 메카니즘 연구

  • Jong Gun Lee (Department of Chemistry, Busan National University) ;
  • Kyung-Tae Kang (Department of Chemical Education, Busan National University) ;
  • Euk-Suk Lee (Department of Chemistry, Busan National University)
  • 이종건 (부산대학교 자연과학대학 화학과) ;
  • 강경태 (부산대학교 사범대학 화학교육과) ;
  • 이억석 (부산대학교 자연과학대학 화학과)
  • Published : 1984.02.20

Abstract

Sodamide-containing complex base induced dehydrohalogenations from trans-1,2-dihalocyclohexanes were investigated. Isomerization, deuterium isotope effect along with element effect and others provided strong evidence in favor of E2 reaction mechanism.

소다아미드를 포함하는 복합염기에 의한 트란스-1,2-디할로시클로헥산으로부터의 탈할로겐화 수소반응을 연구 검토한 결과 이성질화, 중수소 동위원소 효과 및 이탈기의 원소효과 등이 모두 E2반응 메카니즘으로 반응이 진행됨을 강력히 시사하고 있다.

Keywords

References

  1. Mechanisms of Elimination Reactions W. H. Saunders, Jr;A. F. Cockerill
  2. Mechanisms of Elimination Reactions W. H. Saunders, Jr;A. F. Cockerill
  3. Mechanisms of Elimination Reactions W. H. Saunders, Jr;A. F. Cockerill
  4. Mechanisms of Elimination Reactions W. H. Saunders, Jr;A. F. Cockerill
  5. Chem. Comm. P. Caubere;E. Coudert
  6. Tetrahedron v.30 G. Guillaument;V. Lemmel;G. Coudert;P. Caubere
  7. Acc. Chem. Res. v.7 P. Caubere
  8. J. Amer Chem. Soc. v.101 J. G. Lee;A. Bartsch
  9. Bull. Soc. Chim. Fr. M. A. Berlande
  10. J. Amer. Chem. Soc. v.87 M. L. Pousman
  11. Org. Syn. Coll v.II H. R. Snider;L. A. Brook
  12. Ber v.107 D. Seebach;H. Newman
  13. J. Amer. Chem. Soc. v.73 B. Carrol;D. C. Kubler;H. W. Davis; M. Whaley
  14. Bull. Soc. Chem. Japan v.44 V. I. Hayami;N. Ono;A. Kaji
  15. Tetrahedron Lett. W. F. Baune;E. I. Snider
  16. Physical Organic Chemistry J. Hine
  17. Angew. Chem. Int. Ed. Engl. v.11 J. Sicher
  18. Acc. Chem. Res. v.8 R. A. Barsch
  19. Topics in Current Chemistry v.73 Caubere