title: Synthesis of helically twisted [1 + 1]macrocycles assisted by amidinium-carboxylate salt bridges and control of their chiroptical properties.
abstract: A series of optically active, helically twisted [1 + 1]macrocycles connected via o-, m-, and p-linkages (o-, m-, and p-) was prepared from the corresponding linear duplexes stabilized by complementary amidinium-carboxylate salt bridges bearing two arms with terminal vinyl groups at both ends through the ring-closing metathesis reaction in the good yields of 67, 92, and 96%, respectively. The chiroptical properties of the macrocycles were dependent on the linker geometries and could be controlled by acid-base interactions and zinc coordination, the changes in which were detected by their CD and absorption spectral changes and fluorescence colors.
authors.affiliation: Department of Molecular Design and Engineering, Graduate School of Engineering, Nagoya University, Nagoya 464-8603, Japan.
authors.forename: Yuji
authors.initials: Y
authors.lastname: Nakatani
authors.forename: Yoshio
authors.initials: Y
authors.lastname: Furusho
authors.forename: Eiji
authors.initials: E
authors.lastname: Yashima
mesh_terms: D000578:Amidines / Q000737:chemistry*; D002264:Carboxylic Acids / Q000737:chemistry*; D047028:Macrocyclic Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D055620:Optical Phenomena; D012492:Salts / Q000737:chemistry
chemical_list: D000578:Amidines; D002264:Carboxylic Acids; D047028:Macrocyclic Compounds; D012492:Salts