Photoaddition Reactions of trans-1,2-Bispyrazylethylene to Tetramethylethylene

테트라메틸에틸렌에 대한 트란스-1,2-비스피라질에틸렌의 광첨가반응

  • Sang Chul Shim (Department of Chemistry, The Korea Advanced Institute of Science) ;
  • Jin Ho Cho (Department of Chemistry, The Korea Advanced Institute of Science)
  • 심상철 (한국과학기술원 화학과) ;
  • 조진호 (한국과학기술원 화학과)
  • Published : 1979.10.30

Abstract

trans-1,2-Bispyrazylethylene (BPE) undergoes photoaddition reaction to tetramthylethylene (TME) which appears to involve radical intermediates under conditions where the corresponding hydrocarbons are unreactive. This photoaddition reaction involves abstraction of an allylic hydrogen atom of TME by $^1(n,\;{\pi}^*)$ states of BPE having radical character. The major photoadduct is isolated by column chromatography and fractional vacuum sublimation and characterized to be 2,3-dimetyl-5,6-bispyrazyl-2-hexene.

트란스-1,2-비스피라질에틸렌(BPE)과 테트라메틸에틸렌(TME)용액에 빛을 쪼이면 이에대응한 탄화수소와는 달리 자유라디칼중간체를 거쳐 광첨가반응이 일어난다. 이 광첨가반응은 BPE의 $^1(n,\;{\pi}^*)$ 상태가 어느정도 자유라디칼 성격을 띄어 TME로 부터 알릴위치에 있는 수소원자를 탈취하여 일어난다. 주생성물을 대롱 크로마토그래피와 진공분별승화법으로 분리하여 2,3-디메틸-5,6-비스피라질-2-헥센임을 밝혔다.

Keywords

References

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