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首页> 外文期刊>Crystal growth & design >Binary and Ternary Salts and Cocrystals of 2-(2-(Pyridine-4-yl)vinyl)-1H-benzimidazole with Aromatic Carboxylic Acids: Solid-State [2+2] Reactions, Photoluminescence, and Ammonia-Sensing Properties
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Binary and Ternary Salts and Cocrystals of 2-(2-(Pyridine-4-yl)vinyl)-1H-benzimidazole with Aromatic Carboxylic Acids: Solid-State [2+2] Reactions, Photoluminescence, and Ammonia-Sensing Properties

机译：二元和三元盐和2-（2-（吡啶-4-基）乙烯基）-1H-苯并咪唑的芳族羧酸的盐：固态[2 + 2]反应，光致发光和氨感化性质

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The complexation reactions of pyridine and benzimidazole containing olefin, namely, 2-(2-(pyridine-4-yl)-vinyl)-1H-benzimidazole (1), with aromatic mono-, di-, tri-, and tetra carboxylic acids resulted in the formation of cocrystals and salts. These studies are aimed at templating solid-state [2 + 2] reactions of olefin in head-to-tail geometry through cation-pi interactions and studying their luminescence properties. Out of eight complexes synthesized, two are found to be cocrystals, and six are found to be salts. The formation of cocrystals was observed in the reactions of 1 with 4-hydroxybenzoic acid (HPHBA) and terephthalic acid (H(2)TA). The formation of salts was observed in the reactions of 1 with 4-nitrobenzoic acid (HPNBA), 4-aminobenzoic acid (HPABA), Na-5-sulfoisophthalate (H2SIP), trimesic acid (H(3)TMA), and pyromellitic acid (H(4)PMA). Given the presence of two basic sites in 1, in the form of pyridine and benzimidazole, the tricomponent reactions of 1 were carried out by considering any of the two acids from HPNBA, HPHBA, and HPABA. One tricomponent crystal formation was observed, interestingly with the combination of 1, HPHBA, and HPABA. Molecule 1 was found to exhibit segregated stacks of head-to-tail dimers of 1 in all these complexes with the exceptions of H(3)TMA and ternary complexes where the mixed stacking was observed. Four complexes were found to have the required alignment of the olefin moieties for solid- state [2 + 2] reactions. The solid-state luminescence studies indicate shifting of emission maxima with respect to that of 1 based on the stacking interactions in their crystal structures. Further, the ternary complex was shown to act as a colorimetric sensor for NH3 by switching of the color from orange to yellow, which can be reverted back upon exposure to HCl.
机译：吡啶和苯并咪唑的络合反应含烯烃，即2-（2-（吡啶-4-基） - 乙烯基）-1H-苯并咪唑（1），具有芳族单，二 - ，三甲基和四羧酸导致形成Cocrystals和Salts。这些研究旨在通过阳离子 - Pi相互作用来模板固态[2 + 2]烯烃中的烯烃中的烯烃中的反应，并研究其发光性能。在合成的八个络合物中，发现两个是聚烯库的，发现六个是盐。在用4-羟基苯甲酸（HPHBA）和对苯二甲酸（H（2）Ta）的反应中观察到聚晶的形成。在用4-硝基苯甲酸（HPNBA），4-氨基苯甲酸（HPABA），Na-5-磺基邻苯二甲酸盐（H2SIP），金色酸（H（3）TMA）和吡啉酸（H（3））和吡啉酸中的反应中观察到盐的形成。 （H（4）PMA）。鉴于在1中存在的两个基本位点，以吡啶和苯并咪唑的形式，通过考虑来自HPNBA，HPHBA和HPABA的任何两种酸来进行1的三分反应。观察一个三重组分晶体形成，有趣地具有1，HPHBA和HPABA的组合。发现分子1在所有这些配合物中表现出偏析的头尾二聚体1，其具有观察混合堆叠的H（3）TMA和三元复合物的例外。发现四个复合物具有烯烃部分的所需取向，用于固态[2 + 2]反应。固态发光研究表明，基于其晶体结构中的堆叠相互作用，表示发射最大值的移位。此外，示出了三元复合物通过将颜色从橙色切换为黄色至黄色的NH 3用作比色传感器，其可以在暴露于HCl时重新回复。

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  • 来源
    《Crystal growth & design》 |2019年第8期|共11页
  • 作者

    Garai Abhijit; Biradha Kumar;

  • 作者单位

    Indian Inst Technol Dept Chem Kharagpur 721302 W Bengal India;

    Indian Inst Technol Dept Chem Kharagpur 721302 W Bengal India;

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  • 正文语种 eng
  • 中图分类 晶体学;
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