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Two Orthogonal Halogen‐Bonding Interactions Directed 2D Crystalline Supramolecular J‐Dimer Lamellae
Author(s) -
Su Meihui,
Yan Xiaosa,
Guo Xia,
Li Quanwen,
Zhang Yushi,
Li Changhua
Publication year - 2020
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.202000462
Subject(s) - supramolecular chemistry , stacking , dimer , halogen bond , antiparallel (mathematics) , lamellar structure , crystallography , halogen , chemistry , supramolecular assembly , materials science , molecule , hydrogen bond , crystal structure , organic chemistry , physics , alkyl , quantum mechanics , magnetic field
Dye assemblies exhibit fascinating properties and performances, both of which depend critically on the mutual packing arrangement of dyes and on the supramolecular architecture. Herein, we engineered, for the first time, an intriguing chlorosome‐mimetic 2D crystalline J‐dimer lamellar structure based on halogenated dyes in aqueous media by employing two distinct orthogonal halogen‐bonding (XB) interactions. As the only building motif, antiparallel J‐dimer was formed and stabilized by single π‐stacking and dual halogen⋅⋅⋅π interactions. With two substituted halogen atoms acting as XB donors and the other two acting as acceptors, the constituent J‐dimer units were linked by quadruple highly‐directional halogen⋅⋅⋅halogen interactions in a staggered manner, resulting in unique 2D lamellar dye assemblies. This work champions and advances halogen‐bonding as a remarkably potent tool for engineering dye aggregates with a controlled molecular packing arrangement and supramolecular architecture.