Title of article :
Hydrogen bonding-mediated self-assembly of rigid and planar metallocyclophanes and their recognition for mono- and disaccharides
Author/Authors :
Ying-Qi Chen، نويسنده , , Xiao-Zhong Wang، نويسنده , , Xue-Bin Shao، نويسنده , , Jun-Li Hou، نويسنده , , Xin-Zhi Chen، نويسنده , , Xi-Kui Jiang، نويسنده , , Zhan-Ting Li، نويسنده ,
Issue Information :
هفته نامه با شماره پیاپی سال 2004
Abstract :
A hydrogen bonding approach has been developed to facilitate the self-assembly of a new series of rigid and planar metallocyclophanes. Two new anthranilamide derivatives and , which are incorporated with two acetylene units, respectively, have been synthesized and characterized. X-ray analysis (for ), 1D and 2D 1H NMR and IR experiments reveal that, due to the formation of intramolecular three-centered hydrogen bonding, both compounds adopt rigid and planar conformations with the two acetylene units located at the same side of the anthranilamide skeleton. Two new metallocyclophanes and have been constructed in moderate yields from the reaction of and with trans-Pt(PEt3)2Cl2, respectively, in dichloromethane in the presence of diethylamine and cupric chloride. Fluorescent and 1H NMR investigations reveal that both and can efficiently complex mono- and disaccharide derivatives in chloroform, with a binding selectivity for disaccharides, which is driven by intermolecular hydrogen bonding.
Keywords :
Hydrogen bonding , Self-assembly , Metallocyclophane , molecular recognition , Saccharide
Journal title :
Tetrahedron
Journal title :
Tetrahedron