engleski

Supramolecular Architecture of Chloranilate Salts with Organic Cations: pi-stacking vs. Hydrogen Bonding

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.

chloranilic acid ; crystal structure ; crystal engineering ; supramolecular chemistry

Rad je posvećen dr. sc. Kati Mlinarić-Majerski povodom njezinog 70. rođendana