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首页> 外文期刊>Chemistry: A European journal >Multipoint Recognition of Catecholamines by Hydrindacene-Based Receptors Accompanied by the Complexation-Induced Conformational Switching
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Multipoint Recognition of Catecholamines by Hydrindacene-Based Receptors Accompanied by the Complexation-Induced Conformational Switching

机译：并茂诱导的构象转换陪同的基于并四苯的受体对邻苯二酚的多点识别

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摘要

The molecular recognition of catecholamines by hydrindacene-based receptors 1 and 2,as well as the durene-based receptor 3,and the guest-induced conformational changes are reported.These receptors selectively bind adrenaline and dopamine salts through the guests' ammonium group and 3-hydroxyl group on the aromatic ring.In the case of adrenaline,an additional hydrogen bond with a benzylic hydroxyl group is formed.In 2% CD_3CN/CDC1_3,the association constants are of the order of 10~4M~(-1),which is much larger than with guests without the 3-hydroxyl groups (10~3M~(-1)).The two amide groups of receptor 1 can rotate freely around the C_(aromatic)-C_(amide) bond,whereas the tert-amide in 2 changes between two stable conformations at a slow enough rate to allow detection by ~1H NMR spectroscopy.In the absence of a guest molecule,the syn-conformer is less stable than the anti-conformer.On complex formation with adrenaline,the syn-conformer becomes dominant due to an intramolecular dipole-reversal effect in addition to multipoint hydrogen bonding.
机译：据报道，基于并苯的受体1和2以及基于杜伦烯的受体3对儿茶酚胺的分子识别以及客体诱导的构象变化。这些受体通过客体的铵基和3选择性结合肾上腺素和多巴胺盐。在肾上腺素的情况下，会形成一个带有苄基羟基的氢键。在2％CD_3CN / CDC1_3中，缔合常数约为10〜4M〜（-1），这比没有3-羟基的客人（10〜3M〜（-1））要大得多。受体1的两个酰胺基可以围绕C_（芳族）-C_（酰胺）键自由旋转，而叔-酰胺在2个稳定构象之间以足够慢的速率变化，以允许通过〜1 H NMR光谱检测由于分子内偶极-reve，syn-conformer占主导地位除多点氢键作用外，还具有其他作用。

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