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Antisolvent-mediated modulation of π-π stacking enables fluorescence switching in anthracene-based crystal polymorphs
Le Li1, Yu-Fei Zhang1, Hui-Yao Lin1
1Key Laboratory for Advanced Materials and Joint International Research Laboratory of Precision Chemistry and Molecular Engineering, Feringa Nobel Prize Scientist Joint Research Center, Frontiers Science Center for Materiobiology and Dynamic Chemistry, Institute of Fine Chemicals, School of Chemistry and Molecular Engineering, East China University of Science and Technology, Meilong Road 130, Shanghai 200237, China. feitong@ecust.edu.cn.
Abstract:
Tuning the antisolvent ratio in a binary solvent system programs the stacking motif of a chloroanthracene (pClBA) into two distinct polymorphs. The thermodynamically stable form exhibits face-to-face π-π stacking, weak emission, and [4+4] photocycloaddition, whereas the kinetically trapped form adopts slipped stacking with bright fluorescence and remains inert upon light irradiation.
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