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Anion receptors containing NH binding sites: Hydrogen-bond formation or neat proton transfer?

机译:含有NH结合位点的阴离子受体:氢键形成或纯质子转移?

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摘要

When the amide-containing receptor I+ is in a solution of dimethyl sulfoxide (DMSO) in the presence of basic anions (CH3COO-, F-, H2PO4-), it undergoes deprotonation of the -NH fragment to give the corresponding zwitterion, which can be isolated as a crystalline solid. In the presence of less basic anions (Cl-, Br-, NO3-), 1(+) establishes true hydrogen-bond interactions of decreasing intensity. The less acidic receptor 2(+) undergoes neat proton transfer with only the more basic anions CH3COO- and F-, and establishes hydrogen-bond interactions with H2PO4-. An empirical criterion for discerning neutralisation and hydrogen bonding, based on UV/Vis and H-1 NMR spectra, is proposed.
机译:当含酰胺的受体I +在碱性阴离子(CH3COO-,F-,H2PO4-)存在下的二甲基亚砜(DMSO)溶液中时,会对-NH片段进行去质子化反应,生成相应的两性离子,被分离为结晶固体。在存在较少碱性阴离子(Cl-,Br-,NO3-)的情况下,1(+)建立强度降低的真实氢键相互作用。酸性较低的受体2(+)仅通过碱性较高的阴离子CH3COO-和F-进行纯净的质子转移,并与H2PO4-建立氢键相互作用。提出了基于UV / Vis和H-1 NMR光谱识别中和和氢键的经验标准。

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