Redox active macrocyclic receptors for neutral guests

被引:23
作者
Bernhardt, PV [1 ]
Hayes, EJ [1 ]
机构
[1] Univ Queensland, Dept Chem, Brisbane, Qld 4072, Australia
关键词
D O I
10.1021/ic026000c
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
A novel series of triazine-appended macrocyclic complexes has been investigated as potential hydrogen bonding receptors for complementarily disposed heterocycles. Cocrystallization of a melamine-appended azacyclam complex of Cull has been achieved with barbitone, the barbiturate anion and thymine. In each case, a complementary DAD/ADA hydrogen bonding motif between the melamine group and the heterocycle has been identified by X-ray crystallography. Electrochemical studies of the copper macrocycles in both nonaqueous and aqueous solution show anodic shifts of the CuII/I redox couple of more than 60 mV upon addition of guest molecules with matching H-bonding motifs. The Zn-II analogues have been synthesized via transmetalation of the Cull complex, and their guest binding properties investigated by NMR spectroscopy. H-1 NMR shifts of up to 0.8 ppm were observed upon addition of guest, and stability constants are similar to those obtained electrochemically.
引用
收藏
页码:1371 / 1377
页数:7
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