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Möhlau’s Anthradipyrazole Revisited: A New Look at an Old Molecular System
journal contributionposted on 2013-11-06, 00:00 authored by Angelo Maspero, Giovanni B. Giovenzana, Norberto Masciocchi, Giovanni Palmisano, Angiolina Comotti, Piero Sozzani, Irene Bassanetti, Luca Nardo
Two polymorphs of 2,7-dihydrobenzo[1,2,3-cd:4,5,6-c′d′]diindazole (“dipyrazoloanthracene”; α and β; DBDI) were isolated and fully characterized by means of structural X-ray powder diffraction methods, thermal, and extended spectroscopic analyses. Different interconversion paths between the two species were evidenced. UV–vis absorption, emission, and excitation spectra were measured, while time-resolved fluorescence studies allowed for the detection of multiple decay processes. In the two species, NH···N hydrogen bonds give rise to manifestly different structures, which, in the rhombohedral β phase, generate permanent porosity. This feature has been further characterized by CO2/N2/CH4 sorption isotherms at different temperatures, highlighting a significant selectivity favoring CO2 trapping.
DBDIselectivityrhombohedral β phaseNewexcitation spectraNHspeciesabsorptionporositydihydrobenzosorptionisothermmethodCO 2Old Molecular SystemTwo polymorphsemissionDifferent interconversion pathsRevisitedspectroscopic analysesdetectionfluorescenceUVdiffractionAnthradipyrazoledipyrazoloanthracenedecay processesbond