It is shown that paraisopropylcalix [4] arene selectively complexes paraxylene from a 1:1:1 mixture of the three xylene isomers. The crystal structures of the complexes of paraisopropylcalix [4] arene with ortho and meta xylenes are isomorphous, crystallizing in the monoclinic group Cc. The complex with paraxylene is tetragonal (group P4/n). In the solid state, the macrocycle loses its 4 symmetry when complexed with ortho or meta xylene. Calculation of intra and intermolecular energies shows that the supramolecular energies are very similar, as are the macrocycle conformation energies of all three complexes. The result is that the phenomenon of molecular recognition observed can either be attributed to the greater number of efficient approaches between paraxylene and the macrocycle, due to its symmetry, in comparison to the other two isomers, or to the higher crystallization rate of the paraxylene complex in the considered medium. These conclusions are in agreement with the fact that crystallization with o- and m-xylene takes place after a much longer time than with p-xylene.

ChemInformVolume 21, Issue 13 Reviews ChemInform Abstract: Recent Developments in Calixarenes and Their Properties D. GAMET, D. GAMET Edited by Maruani, J.; Kluwer, Dordrecht, Neth.Search for more papers by this authorM. BOURAKHOUADAR, M. BOURAKHOUADAR Edited by Maruani, J.; Kluwer, Dordrecht, Neth.Search for more papers by this authorL. MEUBLAT, L. MEUBLAT Edited by Maruani, J.; Kluwer, Dordrecht, Neth.Search for more papers by this authorF. LEVEILLER, F. LEVEILLER Edited by Maruani, J.; Kluwer, Dordrecht, Neth.Search for more papers by this authorD. JACQUEMAIN, D. JACQUEMAIN Edited by Maruani, J.; Kluwer, Dordrecht, Neth.Search for more papers by this authorJ. VICENS, J. VICENS Edited by Maruani, J.; Kluwer, Dordrecht, Neth.Search for more papers by this authorR. PERRIN, R. PERRIN Edited by Maruani, J.; Kluwer, Dordrecht, Neth.Search for more papers by this authorV. BOEHMER, V. BOEHMER Edited by Maruani, J.; Kluwer, Dordrecht, Neth.Search for more papers by this author D. GAMET, D. GAMET Edited by Maruani, J.; Kluwer, Dordrecht, Neth.Search for more papers by this authorM. BOURAKHOUADAR, M. BOURAKHOUADAR Edited by Maruani, J.; Kluwer, Dordrecht, Neth.Search for more papers by this authorL. MEUBLAT, L. MEUBLAT Edited by Maruani, J.; Kluwer, Dordrecht, Neth.Search for more papers by this authorF. LEVEILLER, F. LEVEILLER Edited by Maruani, J.; Kluwer, Dordrecht, Neth.Search for more papers by this authorD. JACQUEMAIN, D. JACQUEMAIN Edited by Maruani, J.; Kluwer, Dordrecht, Neth.Search for more papers by this authorJ. VICENS, J. VICENS Edited by Maruani, J.; Kluwer, Dordrecht, Neth.Search for more papers by this authorR. PERRIN, R. PERRIN Edited by Maruani, J.; Kluwer, Dordrecht, Neth.Search for more papers by this authorV. BOEHMER, V. BOEHMER Edited by Maruani, J.; Kluwer, Dordrecht, Neth.Search for more papers by this author First published: March 27, 1990 https://doi.org/10.1002/chin.199013346Read the full textAboutPDF ToolsRequest permissionExport citationAdd to favoritesTrack citation ShareShare Give accessShare full text accessShare full-text accessPlease review our Terms and Conditions of Use and check box below to share full-text version of article.I have read and accept the Wiley Online Library Terms and Conditions of UseShareable LinkUse the link below to share a full-text version of this article with your friends and colleagues. Learn more.Copy URL Share a linkShare onFacebookTwitterLinked InRedditWechat No abstract is available for this article. Volume21, Issue13March 27, 1990 RelatedInformation

AbstractThe reaction of the phenols (I) with the aldehyde (II) leads to the title compounds (III) and calix(8)arenes.

The isopropyl derivative crystallizes from a mixture of carbon disulfide and benzene in the orthorhombic system: Space groupP21nb, a=17.420(3),b=17.708(3),c=18.972(3) Å,V=5852(3) Å,Z=4. Thet-butyl derivative crystallizes from benzene, but the crystal is a complex (1∶3), space groupPĪ,a=15,065(5),b=19.103(3),c=13.878(3) Å, α=106.95(2), β=102.72(2), γ=80.61(2),V=3703(2) Å3,Z=2. Refinement led toR=0.185 for 1512 reflections for the isopropyl derivative, a sufficiently high number to establish the conformation of the molecule; for thet-butyl complexR=0.12 for 7340 reflections. Intramolecular hydrogen bonds are given as well as comparison of the conformation of both compounds. Thet-butyl groups and the benzene molecules are disordered but the isopropyl groups are not.