title: Preparation of tris(spiroorthocarbonate) cyclophanes as back to back ditopic hosts.
abstract: Twin-bowl-shaped tris(spiroorthocarbonate) cyclophanes were designed and prepared as ditopic hosts for electrically neutral or electron-rich guests. Preparation of the desired cyclophanes was achieved by cyclotrimerization of 2,2',3,3'-tetrahydroxy-1,1'-binaphthyl (THB) via the transesterification of tetraphenyl orthocarbonate or dichlorodiphenoxymethane. In those reactions, bis(spiroorthocarbonate) cyclophane containing two THB units was also formed as the kinetically favored product. The spiroorthocarbonate twin bowl exhibited ditopic molecular recognition toward fullerene C60 in the crystalline state.
authors.affiliation: Department of Chemistry and Graduate School of Natural Science, Konan University, 8-9-1 Okamoto, Higashinada, Kobe 658-8501, Japan. danjo@konan-u.ac.jp
authors.forename: Hiroshi
authors.initials: H
authors.lastname: Danjo
authors.forename: Kazuhisa
authors.initials: K
authors.lastname: Iwaso
authors.forename: Masatoshi
authors.initials: M
authors.lastname: Kawahata
authors.forename: Kazuaki
authors.initials: K
authors.lastname: Ohara
authors.forename: Toshifumi
authors.initials: T
authors.lastname: Miyazawa
authors.forename: Kentaro
authors.initials: K
authors.lastname: Yamaguchi
mesh_terms: D018360:Crystallography, X-Ray; D004988:Ethers, Cyclic / Q000138:chemical synthesis* / Q000737:chemistry; D037741:Fullerenes; D007700:Kinetics; D009682:Magnetic Resonance Spectroscopy; D009281:Naphthalenes / Q000138:chemical synthesis* / Q000737:chemistry; D010880:Piperidines / Q000138:chemical synthesis* / Q000737:chemistry; D013141:Spiro Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D000097566:Cyclophanes
chemical_list: D004988:Ethers, Cyclic; D037741:Fullerenes; D009281:Naphthalenes; D010880:Piperidines; D013141:Spiro Compounds; C121239:cyclophane 1; D000097566:Cyclophanes; C069837:fullerene C60; C412330:1,1'-binaphthyl