title: Novel C3V-symmetric tripodal scaffold, triethyl cis,cis,cis-2,5,8- tribenzyltrindane-2,5,8-tricarboxylate, for the construction of artificial receptors.
abstract: [reaction: see text] A novel C3V-symmetric scaffold, trindane 7, has been efficiently synthesized from 1,3,5-tris(bromomethyl)-2,4,6-tris(chloromethyl)benzene (1) in six steps with 47% overall yield. The control of all-syn stereochemistry in the tribenzylation step has been achieved by blocking one side of the trindane ring as metal carbonyl complexes. The potential utility of trindane 7 as a receptor skeleton has been examined with a urea derivative 12 toward several anionic guests.
authors.affiliation: Department of Industrial Chemistry and Department of Chemical Engineering, Kyungpook National University, Daegu 702-701, Korea. choihj@knu.ac.kr
authors.forename: Heung-Jin
authors.initials: HJ
authors.lastname: Choi
authors.forename: Yeon Sil
authors.initials: YS
authors.lastname: Park
authors.forename: Seok Hun
authors.initials: SH
authors.lastname: Yun
authors.forename: Hong-Seok
authors.initials: HS
authors.lastname: Kim
authors.forename: Chan Sik
authors.initials: CS
authors.lastname: Cho
authors.forename: Kwangnak
authors.initials: K
authors.lastname: Ko
authors.forename: Kyo Han
authors.initials: KH
authors.lastname: Ahn
mesh_terms: D000838:Anions / Q000032:analysis* / Q000737:chemistry / Q000378:metabolism; D001665:Binding Sites; D015374:Biosensing Techniques / Q000379:methods*; D008958:Models, Molecular; D008968:Molecular Conformation; D011083:Polycyclic Compounds / Q000138:chemical synthesis* / Q000737:chemistry / Q000493:pharmacokinetics; D011955:Receptors, Drug / Q000737:chemistry*; D012997:Solvents; D017186:Titrimetry
chemical_list: D000838:Anions; D011083:Polycyclic Compounds; D011955:Receptors, Drug; D012997:Solvents; C467075:triethyl-2,5,8- tribenzyltrindane-2,5,8-tricarboxylate