Cyclotris(paraquat-p-phenylenes).
Angew Chem Int Ed Engl
; 58(39): 13778-13783, 2019 Sep 23.
Article
em En
| MEDLINE
| ID: mdl-31338912
ABSTRACT
Reported here is the synthesis, solid-state characterization, and redox properties of new triangular, threefold symmetric, viologen-containing macrocycles. Cyclotris(paraquat-p-phenylene) (CTPQT6+ ) and cyclotris(paraquat-p-1,4-dimethoxyphenylene) (MCTPQT6+ ) were prepared and their X-ray single-crystal (super)structures reveal intricate three-dimensional packing. MCTPQT6+ results in nanometer-sized channels, in contrast with its parent counterpart CTPQT6+ which crystallizes as a couple of polymorphs in the form of intercalated assemblies. In the solid state, MCTPQT3(.+) exhibits stacks between the 1,4-dimethoxyphenylene and bipyridinium radical cations, providing new opportunities for the manipulation and control of the recognition motif associated with viologen radical cations. These redox-active cyclophanes demonstrate that geometry-matching and weak intermolecular interactions are of paramount importance in dictating the formation of their intricate solid-state superstructures.
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MEDLINE
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En
Ano de publicação:
2019
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Article