Embedding 1,6-Diphenyl-1,2-Dihydronaphthalene (DHN) in 1,4-Distyrylbenzene (DSB): Arene-Arene Interactions in a "Crossed Bis-Diarene"
文摘
The C38H32 hydrocarbon 1-methyl-1,3,6-triphenyl-7-[(E)-2-phenyl-propenyl]-1,2-dihydronaphthalene (I) presents anovel framework that combines the functionalities of a 1,6-diarene-substituted 1,2-dihydronaphthalene (DHN) with a 1,4-distyrylbenzene (DSB). The hydrocarbon was synthesized, the crystal structure of (±)-I was determined, and a detailed analysis ofintermolecular interactions is presented. The crossed bis-diarene I has the capability to engage in arene-arene interactions in twonearly orthogonal directions, and various types of arene-arene interactions cooperate in the formation of its lamellar crystal architecture.While the DSB units alternate within both the R- and the S-substructures, the homochiral substructures feature opposing polarityalong the long axes of the DHN-based diarenes, and hence the possibility exists for polar quasiracemic crystals. Importantly, theanalysis of arene-arene contacts provides strong evidence that chemical modifications of the arenes attached to the DHN unit arepossible without fundamental impediments of the lattice architecture.