Activation and de-activation of fluorine synthons by nitrogen substitution in fluorinated aza-distyrylbenzenes
Activation and de-activation of fluorine synthons by nitrogen substitution in fluorinated aza-distyrylbenzenes
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DOI：
10.1039/c0ce00319k
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发表时间：
2011
期刊：
影响因子：
3.1
通讯作者：
A. Collas;R. Borger;Tatyana Amanova;F. Blockhuys
中科院分区：
文献类型：
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作者：
A. Collas;R. Borger;Tatyana Amanova;F. Blockhuys
合成了三种E，E-1，4-双[2-（2，3，4，5，6-五氟苯基）乙烯基]苯衍生物，其中两种在乙烯基间隔基上带有氮原子，而在第三种中中心苯环被吡嗪部分取代。使用单晶X射线衍射来测量氮原子的位置对固态分子组织的影响，研究了所得到的四种化合物的超分子结构。根据涉及氟和氮原子的分子间相互作用分析晶体堆积模式，即，CH <$F、F <$F、F <$π和CH <$N相互作用。分析表明，在三种固态结构中的两种结构中，氮原子的主要作用是间接的：它们本身不参与分子间的接触，而是激活附近的氢原子和氟离子中的苯环，形成新的相互作用。
Three derivatives of E,E-1,4-bis[2-(2,3,4,5,6-pentafluorophenyl)ethenyl]benzene, two of which bear nitrogen atoms in the ethenyl spacers, while in a third the central benzene ring is replaced by a pyrazine moiety, have been synthesized. The supramolecular structures of the resulting set of four compounds have been studied using single-crystal X-ray diffraction to gauge the influence of the position of the nitrogen atoms on the organisation of the molecules in the solid state. The crystal packing patterns were analyzed in terms of intermolecular interactions involving the fluorine and nitrogen atoms, i.e., CH⋯F, F⋯F, F⋯π and CH⋯N interactions. The analysis shows that in two of the three solid-state structures the main effect of the nitrogen atoms is an indirect one: they do not participate in intermolecular contacts themselves, but activate nearby hydrogen atoms and phenyl rings in fluorine synthons to form new interactions.