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首页> 外文会议>Symposium on porphyrins, phthalocyanines and supramolecular assemblies;Meeting of the Electrochemical Society >N-H Hydrogen Bonding in Porphyrins - From Conformational Design to Supramolecular Chemistry
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N-H Hydrogen Bonding in Porphyrins - From Conformational Design to Supramolecular Chemistry

机译：卟啉中的N-H氢键-从构象设计到超分子化学

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Typically porphyrin N-H units are not involved in intermolecular hydrogen bonds as they are 'shielded' by the macrocycle system. However, two possibilities exist to utilize the pyrrole nitrogen atoms in such bonds: a) Porpho(di)methenes and phlorins (calixphyrin-type systems) contain sp~3-hybridized meso positions and the interruption of the aromatic system gives rise to specific cavities and often roof- or bowl-shaped conformations making the core nitrogen and N-H units more accessible for coordination. b) Likewise, saddle-distorted nonplanar porphyrins are very basic and can bind anions and neutral molecules via N-H hydrogen bonds in the core. Similarly, specific conformations and binding motifs can be accessed in porphyrin dications depending on the type, number, regiochemistry and steric bulk of substituents in the respective free base porphyrin. Here we give a brief overview of the different approaches and illustrate their use with regard to the design of ion-pair receptors for small molecules and anions and the formation of potentially functional supramolecular complexes.
机译：通常，卟啉N-H单元不参与分子间氢键，因为它们被大环系统“屏蔽”。但是，在这种键中利用吡咯氮原子存在两种可能性：a）卟啉（二）亚甲基和发磷酯（杯卟啉型系统）含有sp〜3杂化介观位，而芳族系统的中断会产生特定的空穴而且通常是屋顶或碗形构型，使核心氮和NH单元更易于协调。 b）同样，马鞍形扭曲的非平面卟啉非常碱性，可以通过核中的N-H氢键结合阴离子和中性分子。类似地，可以根据各自的游离碱卟啉中取代基的类型，数量，区域化学和位阻空间，在卟啉指示剂中获得特定的构象和结合​​基序。在这里，我们简要概述了不同的方法，并举例说明了它们在设计小分子和阴离子离子对受体以及潜在形成功能性超分子复合物方面的用途。

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