Effective Na+ Binding Ability and Molecular Assembly of an Alkylamide-Substituted Penta(ethylene)glycol Derivative
Effective Na+ Binding Ability and Molecular Assembly of an Alkylamide-Substituted Penta(ethylene)glycol Derivative
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烷基酰胺取代的五乙二醇衍生物的有效 Na 结合能力和分子组装
DOI：
10.1021/acs.jpcb.1c03188
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发表时间：
2021
期刊：
影响因子：
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通讯作者：
Tomoyuki Akutagawa
中科院分区：
文献类型：
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作者：
Shinya Seto;Takashi Takeda;Norihisa Hoshino;Tomoyuki Akutagawa
合成了一种新的两亲性五乙二醇衍生物（1），该衍生物带有两个氢键-CONHC 14 H29链.化合物1对Na+和K+具有较强的离子识别能力，并与大环[18]冠-6进行了比较。虽然化合物1和[18]冠-6都有6个醚氧原子（− OC 2 H2 −），但前者的Na+结合能力远高于后者。环[18]冠-6的K+结合能力远高于其Na+结合能力，而无环化合物1的情况则相反。Na+·1·B（Ph）4-·（hexane）2在100 K下的单晶X射线结构分析表明，该化合物中存在一个由1的6个醚和1个羰基氧原子包裹的Na+配位，分子内的N-H···O-氢键相互作用进一步稳定了该配位.在Na+·1·B（Ph）4-的热循环中，证实了玻璃（G）形成和再结晶过程中的复杂相变，其熔融态存在两种液相，即Na+络合的（Na+·1）+ B（Ph）4-和完全解离的Na++1+ B（Ph）4-。熔融态的Na+电导率比G相高2个数量级。
A new amphiphilic penta(ethylene glycol) derivative (1) bearing two hydrogen-bonding −CONHC14H29chains was prepared. Compound1exhibited ion-recognition abilities for Na+and K+, and its properties were compared with those of the macrocyclic [18]crown-6. Although both compound1and [18]crown-6 have six ether oxygen atoms (−OC2H2−), the Na+-binding ability of the former was much higher than that of the latter. K+-binding ability of cyclic [18]crown-6 was much higher than its Na+-binding ability, while the reverse was true for acyclic compound1. Single-crystal X-ray structural analysis of Na+·1·B(Ph)4–·(hexane)2at 100 K revealed the existence of a wrapped Na+-coordination by six ether and one carbonyl oxygen atoms of1, which was further stabilized by intramolecular N–H···O═ hydrogen-bonding interactions. The complex phase transition during glass (G) formation and recrystallization was confirmed in the thermal cycle of Na+·1·B(Ph)4–, whose molten state showed two kinds of liquid phases, Na+-complexed (Na+·1) + B(Ph)4–and completely dissociated Na++1+ B(Ph)4–. The Na+conductivity of the molten state was 2 orders of magnitude higher than that of the G phase.