6533b830fe1ef96bd1296e5d

RESEARCH PRODUCT

New acridinium trifluoromethanesulfonate stacks induced in the presence of organotin(IV) complexes

Laurent PlasseraudHélène Cattey

subject

AnthraceneHydrogen bondStereochemistryGeneral Chemical EngineeringIntercalation (chemistry)General ChemistryCrystal engineeringMedicinal chemistrylaw.inventionchemistry.chemical_compoundchemistrylawAcridineMoleculeCrystallizationTrifluoromethanesulfonate

description

Abstract Three new crystalline architectures based on acridinium trifluoromethanesulfonate salts [C13H10N]+[CF3SO3]– have been isolated as single crystals from the reaction of the dimeric hydroxo di-n-butylstannane trifluoromethanesulfonato complex [n-Bu2Sn(OH)(H2O)(CF3SO3)]2 (1) with acridine (C13H9N, Acr), in dichloromethane at room temperature. When an equimolar mixture of anthracene (C14H10, Ant) and acridine is initially used, the crystallization of a sandwich-type arrangement occurs, leading to the intercalation of one molecule of anthracene between two acridium trifluoromethanesulfonate salt molecules. In the three X-ray structures reported, the crystal packing involves the contribution of hydrogen bonding and aromatic ring interactions, as well as short contacts of type O ⋯ H C , F ⋯ H C and F ⋯ F .

https://doi.org/10.1016/j.crci.2012.12.006