Molčanov, Krešimir; Androš Dubraja, Lidija; Jurić, Marijana (2019) Supramolecular Architecture of Chloranilate Salts with Organic Cations: pi-stacking vs. Hydrogen Bonding. Croatica Chemica Acta, 92 (2). pp. 297-305. ISSN 0011-1643
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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 (py), piperazinium (ppz), 4, 4'-bipyridinediium (bpy) and 1, 10-phenanthrolinium (phen) 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.
| Item Type: | Article | ||||||||
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| Uncontrolled Keywords: | chloranilic acid ; crystal structure ; crystal engineering ; supramolecular chemistry | ||||||||
| Subjects: | NATURAL SCIENCES > Chemistry | ||||||||
| Divisions: | Division of Materials Chemistry Division of Materials Physics |
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| Depositing User: | Krešimir Molčanov | ||||||||
| Date Deposited: | 24 Dec 2019 08:09 | ||||||||
| URI: | http://fulir.irb.hr/id/eprint/5270 | ||||||||
| DOI: | 10.5562/cca3537 |
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