Bulletin of the Korean Chemical Society

Korean Chemical Society (대한화학회)
권호 표지
DOI QR코드

DOI QR Code

Synthesis of Several Diester Group-Containing Calix[4]arenes

  • Published : 1996.06.20
Download PDF
⟨ Previous Next ⟩

Abstract

Several ester group-containing calix[4]arenes were synthesized by the reaction of calix[4]arene and various acyl chlorides. Two or four ethyl succinyl units could be introduced into the calix[4]arene lower rim depending on the reaction conditions. But the mixture of three and four ethyl malonyl substituted calix[4]arenes were obtained and only three ethyl oxalyl units were introduced at the lower rim of calix[4]arene. Interestingly when calix[4]arene was treated with ethyl oxalyl chloride in the presence of aluminum chloride, two ethyl oxalyl units were introduced at the upper rim of calix[4]arene. The conformation of those ester-containing calix[4]arenes was presented based on the 1H and 13C NMR spectra.

Keywords

References

  1. J. Org. Chem. v.43 Gutsche, C. D.;Muthukrishinan, R.
  2. J. Am. Chem. Soc. v.103 Gutsche, C. D.;Dhawan, B.;No, K. H.;Muthukrishinan, R.
  3. J. Org. Chem. v.56 Arimura, T.;Kawabata, H.;Matsuda, T.;Muramatsu, T.;Satoh, H.;Fugio, K.;Manabe, P.;Shikai, S.
  4. J. Chem. Soc. Perkin. Trans. v.2 no.4 Han, Sang Yoon;Kang, Myong Hee;Jung, Yeon Eui;Chang, Suk Kyu.
  5. Bull. Chem. Soc. Jpn. v.68 no.4 Takeshita, Michnori;Shinkai, Seiji
  6. J. Am. Chem. Soc. v.117 Xu, W.;Vita, J. J.;Puddephatt, R. J.
  7. J. Inc. Phen. v.3 Ungaro, R.;Pochini, A.;Andreetti, G. D.;Domiano, P.
  8. Tetraheron. v.49 no.31 Araki, Koji;Yanagi, Akihiro;Shinkai, Seiji
  9. Tetrahedron v.44 Gutsche, C. D.;Alam, I.
  10. J. Chem. Soc. Chem. Comm. Calestani, G.;Ugozzoli, F.;Ghidini, E.;Ungaro, R.
  11. J. Chem. Soc. Chem. Cmmun. v.3 Kubo, Yuji;Hamaguchi;Niimi, Atsuko;Yoshida, Katsuhira;Tokita, Sumio
  12. J. Am. Chem. Soc. v.117 Casnati, A.;Pochini, A.;Ungaro, R.;Ugozzoli, F.;Arnaud, F. Fanni, S.;Schwing, M.;Egberink, R. J. M.;Jong, F.;Reinhoudt, D. N.
  13. J. Am. Chem. Soc. v.111 Arnaud-Neu, F.;Collins, E. M.;Deasy, M.;Ferguson, G.;Harris, S. J.;Kaitner, B.;Lough, A. J.;Mckervey, M. A.;Marques, E.;Ruhl. B. L.;Schiwig-Weill, M. J.;Seward, E.
  14. Tetrahedron. v.39 The calix[4]arenes can exist four different conformations, cone (all "up"), partial cone (three "up" and one "down"), 1,2-alternate (adjacent two "up" and two "down"), and 1,3-alternate (opposite side two "up" and two "down"). Gutsche, C. D.;Dhawan, B.;Levine, J. A.;No, K. H.;Bauer, L
  15. Tetrahedron v.43 Iqbal, M.;mangiafico, T.;Gutsche, C. D.
  16. J. Org. Chem. v.56 Jaime, C.;Mandoza, J. D.;Prados, P.;Nieto, P. M.;Sanchez, C. J.
  17. Tetrahedron. v.49 Shinkai, Seiji.
  18. J. Org. Chem. v.57 Gutsche, C. D.;See, K. A.
  19. J. Chem. Soc., Chem. Commun No, K. H.;Hong, M.
  20. Tetrahedron. v.42 Gutsche, C. D.;Lin, L. G.
  21. Org. Syn. v.68 Gutsche, C. D.;Iqbal, M.