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Journal of the Korean Chemical Society (JKCS)

ISSN 1017-2548(Print)
ISSN 2234-8530(Online)
Volume 38, Number 3
JKCSEZ 38(3)
June 20, 1994 

 
Title
Syntheses of New Macrocyclic Crown Ethers Containing Methyl Groups

메틸기를 포함한 새로운 거대고리 크라운 에테르의 합성
Author
Seung Hyun Chang, Dong Jun Kim, Jae Yong Kim, Kap Duk Lee

장승현, 김동준, 김재용, 이갑득
Keywords
Abstract
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.

Page
254 - 259
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