胺官能团对含聚酰胺大环化合物中阴离子结合的影响。
The influence of amine functionalities on anion binding in polyamide-containing macrocycles.
作者信息
Kang Sung Ok, Day Victor W, Bowman-James Kristin
机构信息
Department of Chemistry, University of Kansas, Lawrence, Kansas 66045, USA.
出版信息
Org Lett. 2009 Aug 20;11(16):3654-7. doi: 10.1021/ol9014249.
Mixed amide/amine macrocyclic anion hosts of varying sizes and with different amine substituents have been synthesized and characterized. Host 2, containing a 28-membered ring and secondary amines, has shown selective binding for HSO(4)(-) over other oxo anions and halides in DMSO-d(6) using NMR titrations. Crystal structures of SO(4)(2-), HPO(4)(2-), H(2)PO(4)(-), and H(2)P(2)O(7)(2-) with the 28-membered ring hosts indicate different macrocyclic conformations depending on the N-substituent. Anion affinities appear to be correlated with macrocycle conformation.
已合成并表征了具有不同尺寸和不同胺取代基的混合酰胺/胺大环阴离子主体。主体2含有一个28元环和仲胺，通过核磁共振滴定法表明，在氘代二甲亚砜（DMSO-d(6)）中，它对硫酸氢根离子（HSO(4)(-)）的选择性结合优于其他含氧阴离子和卤化物。硫酸根离子（SO(4)(2-)）、磷酸氢根离子（HPO(4)(2-)）、磷酸二氢根离子（H(2)PO(4)(-)）和焦磷酸氢根离子（H(2)P(2)O(7)(2-)）与28元环主体的晶体结构表明，根据氮取代基的不同，大环具有不同的构象。阴离子亲和力似乎与大环构象相关。
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