title: Synthetic and structural exploration of [2(4)]tetrathiacalix[2]arene[2]pyrimidines.
abstract: A novel class of two atom bridged metacyclophanes-[2(4)]thiacalix[2]arene[2]pyrimidines-has been synthesized via a straightforward S(N)Ar reaction. The conformational properties and intra-annular dimensions of the [2(4)]thiacalix[2]arene[2]pyrimidines were evaluated by X-ray structure analysis and compared with known homothia- and thiacalixarenes. Post-macrocyclization oxidation of the bridging sulfur moieties resulted in a [2(4)]sulfonylcalix[2]arene[2]pyrimidine, which gave access to an unexplored cavity size among sulfonylcalixarenes.
authors.affiliation: Molecular Design and Synthesis, Department of Chemistry, Katholieke Universiteit Leuven, Celestijnenlaan 200F, 3001 Leuven, Belgium.
authors.forename: Mahendra P
authors.initials: MP
authors.lastname: Sonawane
authors.forename: Kristof
authors.initials: K
authors.lastname: Van Hecke
authors.forename: Jeroen
authors.initials: J
authors.lastname: Jacobs
authors.forename: Joice
authors.initials: J
authors.lastname: Thomas
authors.forename: Luc
authors.initials: L
authors.lastname: Van Meervelt
authors.forename: Wim
authors.initials: W
authors.lastname: Dehaen
authors.forename: Wim
authors.initials: W
authors.lastname: Van Rossom
mesh_terms: D047250:Calixarenes / Q000138:chemical synthesis* / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D008958:Models, Molecular; D011743:Pyrimidines / Q000138:chemical synthesis* / Q000737:chemistry*
chemical_list: D011743:Pyrimidines; D047250:Calixarenes