대한화학회지 (Journal of the Korean Chemical Society)

  • 제38권3호
  • /
  • Pages.254-259
  • /
  • 1994
  • /
  • 1017-2548(pISSN)
  • /
  • 2234-8530(eISSN)
대한화학회 (Korean Chemical Society)
권호 표지

메틸기를 포함한 새로운 거대고리 크라운 에테르의 합성

Syntheses of New Macrocyclic Crown Ethers Containing Methyl Groups

  • 장승현 (대구대학교 자연과학대학 화학과) ;
  • 김동준 (대구대학교 자연과학대학 화학과) ;
  • 김재용 (대구대학교 자연과학대학 화학과) ;
  • 이갑덕 (동국대학교 자연과학대학 화학과)
  • 발행 : 19940300
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초록

Methyl기를 포함하는 새로운 5종의 crown ether를 합성하였다. 2,3,4,5: 9,10,11,12-Dibenzo-8,8-dimethyl-15,18,1-trioxacycloeicosane, 2,3,4,5: 9,10,11,12-dibenzo-8,8-dimethyl-15,18,21,1-tetraoxacyclotricosane, 2,3,4,5 : 9,10,11,12-dibenzo-8,8-dimethyl-15,18,21,24,1-pentaoxacyclohexacosane, 2,3,4,5 : 9,10,11,12 : 22,23,24,25 : 29,30,31,32-tetrabenzo-8,8,28,28-tetramethyl-15,18,21,35,38,1-hexaoxacyclotetracontane 그리고 2,3,4,5 : 9,10,11,12 : 25,26,27,28:32,33,34,35-tetrabenzo-8,8,31,31-tetramethyl-15,18,21,24,38,41,44,1-octaoxacyclohexatetracontane은 (M = Na, K)존재하에서 4,4'-isopropylidenediphenol과 di-, tri- 그리고 tetraethyleneglycol ditosylate의 반응에 의해 합성하였다. Diethyleneglycol ditosylate, triethyleneglycol ditosylate, tetraethyleneglycol ditosylate는 NaOH존재하에서 diethyleneglycol, triethyleneglycol 그리고 tetraethyleneglycol과 p-toluenesulfonylchloride의 반응에 의해 합성하였다.

Five new crown ethers containing methyl groups were synthesized. 2,3,4,5: 9,10,11,12-Dibenzo-8,8-dimethyl-15,18,1-trioxacycloeicosane, 2,3,4,5: 9,10,11,12-dibenzo-8,8-dimethyl-15,18,21,1-tetraoxacyclotricosane, 2,3,4,5 : 9,10,11,12-dibenzo-8,8-dimethyl-15,18,21,24,1-pentaoxacyclohexacosane, 2,3,4,5 : 9,10,11,12 : 22,23,24,25 : 29,30,31,32-tetrabenzo-8,8,28,28-tetramethyl-15,18,21,35,38,1-hexaoxacyclotetracontane and 2,3,4,5 : 9,10,11,12 : 25,26,27,28:32,33,34,35-tetrabenzo-8,8,31,31-tetramethyl-15,18,21,24,38,41,44,1-octaoxacyclohexatetracontane were synthesized by reaction of 4,4'-isopropylidenediphenol with di-, tri-and tetraethyleneglycol ditosylate in the presence of MOH(M = Na, K). Di-, tri- and tetraethyleneglycol ditosylate were synthesized by reaction of p-toluenesulfonylchloride with diethyleneglycol, triethyleneglycol and tetraethyleneglycol in the presence of NaOH.

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