首页> 外文期刊>Chemistry: A European journal >New Lipophilic 2-Amino-N,N'-dialkyl-4,5-dimethylimidazolium Cations:Synthesis, Structure, Properties, and Outstanding Thermal Stability inAlkaline Media
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New Lipophilic 2-Amino-N,N'-dialkyl-4,5-dimethylimidazolium Cations:Synthesis, Structure, Properties, and Outstanding Thermal Stability inAlkaline Media

机译:新型亲脂性2-氨基-N,N'-二烷基-4,5-二甲基咪唑鎓阳离子:碱性介质的合成,结构,性质和出色的热稳定性

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摘要

A series of new N,N'-dialkyl-4,5-dimethylimidazolium cations pos-sessing electron-rich 2-imidazolylidene-or phosphoranylidene-amino substitu-ents has been efficiently synthesizedfrom common precursors, N,N'-dialkyl-4,5-dimethylimidazol-2-ylidenes. Thenew lipophilic salts obtained have beenfound to be highly stable towards strong alkali under both biphasic andhomogeneous conditions. Their excep-tional aqueous base resistance, which has hitherto only been seen with peral-kylated polyaminophosphazenium cat-ions, may be attributed to three fac-tors: aromatic stabilization, efficientresonance charge delocalization, andsteric protection of the exocyclic nitro-gen linkage due to bulky lipophilic N-alkyl substituents.
机译:从常见的前体N,N'-二烷基-4,有效地合成了一系列新的N,N'-二烷基-4,5-二甲基咪唑鎓阳离子具有富电子的2-咪唑基亚甲基或亚磷酰胺基氨基取代基, 5-二甲基咪唑-2-亚烷基。已经发现,所获得的新亲脂性盐在双相和均相条件下都对强碱高度稳定。迄今为止,它们仅在全烷基化的聚氨基磷腈鎓阳离子中才能见到的优异的耐碱性性能,可能归因于三个因素:芳族稳定,高效共振电荷离域和由于以下原因而对环外氮键的空间保护庞大的亲脂性N-烷基取代基。

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