Anion receptors containing NH binding sites: Hydrogen-bond formation or neat proton transfer?
Anion receptors containing NH binding sites: Hydrogen-bond formation or neat proton transfer?
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DOI：
10.1002/chem.200400592
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发表时间：
2005-01-01
影响因子：
4.3
通讯作者：
Palchetti, A
中科院分区：
文献类型：
--
作者：
Amendola, V;Boiocchi, M;Palchetti, A
当含酰胺受体I+在二甲亚砜（DMSO）溶液中有碱性阴离子（CH3COO-、F-、H2PO4-）存在时，其- nh4片段发生去质子化反应，得到相应的两性离子，该两性离子可分离为结晶固体。在碱性阴离子（Cl-, Br-, NO3-）较少的情况下，1（+）建立了强度递减的真正氢键相互作用。酸性较弱的受体2（+）仅与碱性较强的阴离子CH3COO-和F-进行质子转移，并与H2PO4-建立氢键相互作用。提出了一种基于紫外/可见光谱和氢-1核磁共振光谱的判别中和和氢键的经验判据。
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.