title: A facile approach to the preparation of bis-crown ethers based on SET-promoted photomacrocyclization reactions.
abstract: A novel methodology for the synthesis of bis-crown ethers has been developed. The preparative route takes advantage of an efficient single electron transfer promoted photomacrocyclization reaction of polyether branched bisphthalimides which contain alpha-trimethylsilylmethyl groups at terminal positions. The generality of the methodology was demonstrated by its application to the synthesis of symmetric and unsymmetric bis-crown ethers of various ring sizes. Finally, the metal cation binding and fluorescence emission properties of the bis-crowns, prepared by using the developed procedure, were briefly explored.
authors.affiliation: Department of Chemistry, College of Natural Sciences, Pusan National University, Busan, Korea.
authors.forename: Nam Kyung
authors.initials: NK
authors.lastname: Sung
authors.forename: Dae Won
authors.initials: DW
authors.lastname: Cho
authors.forename: Jung Hei
authors.initials: JH
authors.lastname: Choi
authors.forename: Kyung Wha
authors.initials: KW
authors.lastname: Choi
authors.forename: Ung Chan
authors.initials: UC
authors.lastname: Yoon
authors.forename: Hajime
authors.initials: H
authors.lastname: Maeda
authors.forename: Patrick S
authors.initials: PS
authors.lastname: Mariano
mesh_terms: D043844:Crown Ethers / Q000138:chemical synthesis* / Q000737:chemistry / Q000528:radiation effects; D003500:Cyclization; D004583:Electrons; D008027:Light; D047028:Macrocyclic Compounds / Q000138:chemical synthesis* / Q000737:chemistry / Q000528:radiation effects; D008670:Metals / Q000737:chemistry; D015394:Molecular Structure; D009942:Organometallic Compounds / Q000138:chemical synthesis / Q000737:chemistry / Q000528:radiation effects; D010777:Photochemistry; D010797:Phthalimides / Q000737:chemistry; D013237:Stereoisomerism
chemical_list: D043844:Crown Ethers; D047028:Macrocyclic Compounds; D008670:Metals; D009942:Organometallic Compounds; D010797:Phthalimides