title: Hydrogen bonding patterns of calix[4]arenes with thiourea functionalities in solution and in the solid state.
abstract: [structure: see text] We have synthesized a number of calix[4]arene derivatives presenting thiourea functional groups at their upper rims by the condensation of a 1,3-di(p-amino)calix[4]arene with alkyl isothiocyanates. Mono- and dithiourea-substituted calix[4]arenes were prepared selectively in good yields, and homocoupling of the former led to calix[4]arene dimers with a thiourea linker. X-ray crystallography revealed interesting intra- and intermolecular hydrogen bonding patterns. (1)H NMR data and computational studies also provided some insight into the hydrogen bonding patterns.
authors.affiliation: National Research Laboratory, Department of Chemistry, Division of Molecular and Life Sciences, Pohang University of Science and Technology, San 31, Hyoja Dong, Pohang 790-784, Korea.
authors.forename: Su Jeong
authors.initials: SJ
authors.lastname: Kim
authors.forename: Moon-Gi
authors.initials: MG
authors.lastname: Jo
authors.forename: Jin Yong
authors.initials: JY
authors.lastname: Lee
authors.forename: Byeang Hyean
authors.initials: BH
authors.lastname: Kim
mesh_terms: D047250:Calixarenes / Q000138:chemical synthesis* / Q000737:chemistry; D006860:Hydrogen Bonding; D008956:Models, Chemical; D008968:Molecular Conformation; D010636:Phenols / Q000138:chemical synthesis* / Q000737:chemistry; D012996:Solutions / Q000737:chemistry; D013890:Thiourea / Q000737:chemistry*
chemical_list: D010636:Phenols; D012996:Solutions; C121325:calix(4)arene; D047250:Calixarenes; D013890:Thiourea