Molecular recognition and stabilization of iminium ions in water

Molecular recognition and stabilization of iminium ions in water
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DOI:
10.1021/ja0657915
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发表时间:
2006-11-15
影响因子:
15
通讯作者:
Raymond, Kenneth N.
Raymond, Kenneth N.
中科院分区:
化学1区
文献类型:
--
作者:
Dong, Vy M.;Fiedler, Dorothea;Raymond, Kenneth N.

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已知的亚胺离子只在水溶液中短暂存在,因为它们对水解有很高的反应性。在这篇通讯中,我们报道了通过使用K12Ga4L6主体的分子封装来产生和稳定水溶液中的亚胺离子。我们的研究表明,四面体Host1可以在分子识别过程中包裹各种亚胺离子,这种识别过程是基于客体的电荷、疏水性、大小和形状而选择性的。
Iminium ions are known to exist only transiently in aqueous solution due to their high reactivity toward hydrolysis. In this communication, we report on the generation and stabilization of iminium ions in aqueous solution via molecular encapsulation using a K12Ga4L6host. Our studies revealed that tetrahedral host1can encapsulate a variety of iminium cations in a molecular recognition process that is selective based on the charge, hydrophobicity, size, and shape of the guest.