Ring-Opening Reaction of 2,2-gem-Diphenylaziridine

2,2-gem-Diphenylaziridine의 開環反應

  • Published : 19690900

Abstract

A study of the ring-opening reaction of 2,2-gem-diphenylaziridine by treating with acetic acid has been undertaken. The structure of the ring-opened product was confirmed as 1,1-diphenyl-2-aminoethyl acetate. It is most likely that the reaction proceeds through the cleavage of a bond between nitrogen and tertiary carbon atoms in the aziridine ring, followed by the formation of a carbonium ion intermediate.

2,2-gem-dephenylaziridine의 醋酸에 의한 開環反應에서 反應生成物은1,1-diphenyl-2-amino-ethyl acetate 임을 알았다. 또한 이 開環反應은 aziridine環 안에 있는 窒素原子와 tertiary炭素原子사이의 結合이 切斷되어 中間體로서 carbonium이온이 形成되는 過程을 거쳐서 進行됨을 알았다.

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References

  1. Angw. Chem. Inter. Ed. Engl. v.1 H. W. Heine
  2. J. Am. Chem. Soc. v.87 A. B. Turner;H. W. Heine;J. Irving;J. B. Bush, Jr.
  3. J. Org. Chem. v.31 H. W. Heine;D. C. King;L. A. Portland
  4. J. Org. Chem. v.31 H. W. Heine;R. Peavy
  5. J. Org. Chem. v.32 H. W. Heine;M. S. Kaplan
  6. J. Org. Chem. v.28 P. E. Fanta;L. J. Pandya;W. R. Groskopf;H-J. Su
  7. J. Org. Chem. v.30 P. E. Fanta;E. N. Walsh
  8. J. Org. Chem. v.31 P. E. Fanta;E. N. Walsh
  9. J. Am. Chem. Soc. v.87 J. A. Deyrup;R. B. Greenwald
  10. J. Am. Chem. Soc. v.87 A. Padwa;L. Hamilton
  11. J. Org. Chem. v.29 N. J. Leonard;J. V. Paukstelis;L. E. Brady
  12. J. Org. Chem. v.31 A. Padwa;L. Hamilton
  13. J. Org. Chem. v.26 D. V. Kashelikar;P. E. Fanta
  14. J. Org. Chem. v.31 P. E. Sonnett;A. B. Borkovec
  15. J. Org. Chem. v.9 K. N. Campbell;B. K. Campbell;L. G. Hess;I. J. Schaffner
  16. Analyst v.62 S. N. Chakravarti;M. B. Roy
  17. Application of Nuclear Magnetic Resonance Spectroscopy in Organic Chemistry(5th ed.) L. M. Jackman
  18. Application of Nuclear Magnetic Resonance Spectroscopy in Organic Chemistry(5th ed.) L. M. Jackman
  19. J. Am. Chem. Soc. v.77 L. B. Clapp;E. A. Rick;W. B. Moniz;V. B. Schatz