Supramolecular Architecture of Chloranilate Salts with Organic Cations

IF 0.7 4区 化学 Q4 CHEMISTRY, MULTIDISCIPLINARY Croatica Chemica Acta Pub Date : 2019-07-29 DOI:10.5562/cca3537
K. Molčanov, M. Jurić, Lidija Androš Dubraja
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Abstract

Four novel salts of chloranilic acid (H2CA; 3,6-dichloro-2,5-dihydroxy-1,4-quinone) with organic cations pyridinium (Hpy+), piperazinediium (H2ppz2+), 4,4'-bipyridinediium (H2bpy2+) and 1,10-phenanthrolinium (Hphen+) were prepared and structurally characterised: (Hpy)2CA (1), (H2ppz)CA (2), (H2bpy)CA·4H2O (3) and (Hphen)HCA·MeOH (4). Supramolecular architecture is based on extensive hydrogen bonding and π-stacking. The central motive is chloranilate dianion which acts as an acceptor of two bifurcated hydrogen bonds. Topology and dimensionality of hydrogen bonded networks can be tuned by use of different cations: thus discrete motives, 1D chains and 2D layers were observed. Three different types of π-stacks are present: aromatic stacks, quinoid stacks and stacks of alternating quinoid and aromatic rings.
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含有机阳离子氯苯甲酸盐的超分子结构
制备了四种新的氯苯胺酸(H2CA;3,6-二氯-2,5-二羟基-1,4-醌)与有机阳离子吡啶鎓(Hpy+)、哌嗪二鎓(H2ppz2+)、4,4’-联吡啶二亚胺(H2bpy2+)和1,10-菲罗啉(Hphen+)的盐,并对其结构进行了表征:(Hpy)2CA(1)、(H2ppz)CA(2)、(H2bpy)CA·4H2O(3)和(Hphen)HCA·MeOH(4)。超分子结构是基于广泛的氢键和π-堆积。中心动机是氯代二阴离子,它作为两个分叉氢键的受体。氢键网络的拓扑结构和维度可以通过使用不同的阳离子来调整:因此观察到了离散的动机、1D链和2D层。存在三种不同类型的π-堆叠:芳香堆叠、醌类堆叠以及醌类和芳香环交替的堆叠。
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来源期刊
Croatica Chemica Acta
Croatica Chemica Acta 化学-化学综合
CiteScore
0.60
自引率
0.00%
发文量
3
审稿时长
18 months
期刊介绍: Croatica Chemica Acta (Croat. Chem. Acta, CCA), is an international journal of the Croatian Chemical Society publishing scientific articles of general interest to chemistry.
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