title: Bent alkanes in a new thiourea-containing capsule.
abstract: The synthesis of a cavitand featuring thiourea hydrogen bonding sites and its dimerization in the presence of suitable guests are reported. Dimerization creates a capsule host wider than the corresponding urea or imide structures, and longer alkanes can be accommodated. Specifically, n-C(15)H(32) is encapsulated, but this guest appears folded inside as deduced from NMR studies. Apparently, the plasticity of hydrogen bonds between thiourea groups allows a stable encapsulation complex to persist in solution even though the guest is contorted.
authors.affiliation: The Skaggs Institute for Chemical Biology and Department of Chemistry, The Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, California, USA.
authors.forename: Ali
authors.initials: A
authors.lastname: Asadi
authors.forename: Dariush
authors.initials: D
authors.lastname: Ajami
authors.forename: Julius
authors.initials: J
authors.lastname: Rebek
mesh_terms: D000473:Alkanes / Q000737:chemistry*; D047250:Calixarenes / Q000737:chemistry; D002214:Capsules; D008958:Models, Molecular; D008968:Molecular Conformation; D010649:Phenylalanine / Q000031:analogs & derivatives / Q000737:chemistry; D013890:Thiourea / Q000737:chemistry*
chemical_list: D000473:Alkanes; D002214:Capsules; C466160:resorcinarene; D047250:Calixarenes; D010649:Phenylalanine; D013890:Thiourea