Abstract
The influence of non macroporous and macroporous supports on a test reaction is studied. t-BuOH reacts with tetra O-acetyl bromoglucose in presence of silver nitrate and a supported crown ether. Two reaction products are formed. Yield and selectivity are affected by the morphology of the support. The selectivity depends on the crosslinking degree. This dependence is explained by the rigidity of the matrix and by the variation of steric hindrance.
Similar content being viewed by others
References
AKELAH A., SHERRINGTON D.C., Chem. Rev., 1981, 81, 557.
AKELAH A. and SHERRINGTON D.C., Polymer, 1983, 24, 11, 1369.
BALAKRISHNAN T.and FORD W.T., J. Orga. Chem., 1983, 48, 1029.
BERNARD M. and FORD W.T., J. Orga. Chem., 1983, 48, 326.
BOCHKOV A.F. and ZAIKOV G.E., Chemistry of the O-glycosidic bond: formation and cleavage. Pergamon Press, Oxford 1979.
BRUNELET T., GELBARD G. and GUYOT A., Polymer Bulletin, 1981, 5, 145.
DOOLEY K.M., WILLIAM J.A., GATES B.C. and ALBRIGHT R.L., J. Catal., 1982, 74, 361.
FORD W.T., LEE J. and TOMOI M., Macromolecules, 1982, 15, 1246.
FRECHET J.M., Tetrahedron, 1981, 7, 663.
GELBARD G., L'Actualité Chimique, 1984, (2), 7.
GREGG S.J., SING K.S.W., Adsorption, Surface area and porosity, 2nd Edition Academic Press, 1982.
GUYOT A. and BARTHOLIN M., Prog. Polym. Sci., 1982, 8, 277.
HODGE P. and SHERRINGTON DC, Polymer supported reactions in organic synthesis, J. WILEY and Sons, 1980.
IGARASHI K., Adv. Carbohydrate chem. Biochem., 1977, 34, 243.
KIM B., KIRSZENSZTEJN P., BOLIKAL D. and REGEN S.L., J. Amer. Chem. Soc., 1983, 105, 1567.
KRAUS M.A. and PATCHORNIK A., J. Polymer Sci., Macromol. Rev., 1980, 15, 55.
MATHUR N.K., NARANG C.K., WILLIAMS R.E., Polymers as aids in organic chemistry, Academic Press, 1980.
MORAWETZ H., Pure and Appl. Chem., 1979, 51, 2307.
OHTANJ N., WILKIE C.A., NIGAM A. and REGEN S.L., Macromolecules, 1981, 14, 516.
OKAMOTO A., HAYASHI A., UCHIYAMA K. and MITA I., Europ Polym. J., 1983, 19, 5, 399.
PAULSEN H., Angew. Chem. Int. Edn., 1982, 21, 155.
RICARD A., CAPILLON J. and QUIVORON C., Polymer, 1984, 25, 1136.
SARIN V.K., KENT S.B.H. and MERRIFIELD R.B., J. Amer. Chem. Soc., 1980, 102, 5463
SHI-SHYAN PAN and MORAWETZ H., Macromolecules, 1980, 13, 1157.
TOMOI M., FORD W.T., J. Amer. Chem. Soc., 1980, 102, 7141.
Author information
Authors and Affiliations
Rights and permissions
About this article
Cite this article
Capillon, J., Ricard, A., Audebert, R. et al. Importance of the texture of the resin in crown ether supported catalysis. Polymer Bulletin 13, 185–192 (1985). https://doi.org/10.1007/BF00254229
Accepted:
Issue Date:
DOI: https://doi.org/10.1007/BF00254229