Syntheses of New Macrocyclic Crown Ethers Containing Methyl Groups

메틸기를 포함한 새로운 거대고리 크라운 에테르의 합성

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

Abstract

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.

Keywords

References

  1. J. Am. Chem. Soc. v.89 Pedersen, C. J.
  2. Tetrahedron v.36 Bradshaw, J. S.;Stott, P. E.
  3. J. Chem. Soc. Chem. Commun Osvath, P.;Sargeson, A. M.
  4. J. Am. Chem. Soc. v.115 Cram, D. J.;Jaeger, R.;Deshayes, K.
  5. J. Incl. Phenom v.7 Izatt, R. M.;Lindh, G. C.;Biernat, J. F.;Bochenska, M.;Bruening, R. L.;Bradshaw, J. S.;Christensen, J. J.
  6. J. Org. Chem. v.54 Castro, P. P.;Georgiadis, T. M.;Diederich, F.
  7. J. Chem. Soc. Chem. Commun Hamasaki, K.;Ueno, A.;Toda, F.
  8. Calixarenes: A Versatile Class of Macrocyclic Compounds Vicens, J.;Bohmer, V.
  9. J. Org. Chem. v.55 Bradshaw, J. S.;Huszthy, P.;McDaniel, C. W.;Zhu, C. Y.;Dalley, N. K.;Izatt, R. M.
  10. Anal. Chem. v.53 Yatsunami, T.;Sakonaka, A.;Kimura, E.
  11. J. Chem. Soc. Chem. Commun Kimura, E.;Fujioka, H.;Kodama, M.
  12. J. Kor. Chem. Soc. v.33 Chang, S. H.;Yoon, M. H.;Kim, C. S.;Chung, K. B.;Shim, J. H.
  13. J. Kor. Chem. Soc. v.32 Chang, S. H.;Chung, K. B.;Sung, Y. K.;Shim, J. H.
  14. Tetrahedron v.48 Edema, Jilles J. H.;Buter, J.;Stoct, H. T.;Kellogg, R. M.
  15. Tetrahedron Letters v.33 Bradshaw, J. S.;Krakowiak, K. E.;An, H.;Wang, T.;Zhn, C.;Izatt, R. M.
  16. J. Chem. Soc. Chem. Commun Lehn, J. M.;Malthete, J.;Levelut, A. M.
  17. Macrocyclic Chemistry no.Part. 1 Dietrich, B.;Viout, P.;Lehn, J. M.
  18. J. Am. Chem. Soc. v.89 Pedersen, C. J.
  19. J. Chem. Soc. Chem. Commun Bruce, J. I.;Gahan, L. R.;Hawbley, T. W.;Stranger, R.
  20. Absts. 9th International Conference on Organic Synthesis Chang, S. H.;Kim, D. J.