Supramolecular Liquid Crystals. Self-Assembly of a Trimeric Supramolecular Disk and Its Self-Organization into a Columnar Discotic Mesophase

6,7-Bis(alkyloxy)-2,3-dihydrophthalazine-1,4-diones self-assemble into lactim−lactam trimeric disks in solution as demonstrated by SEC and NMR. With suitable substituents, as in Phthal8, Phthal12, and Phthal16, these disks self-organize into a thermotropic, columnar, discotic phase. The disubstitute...

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Bibliographic Details
Published in:Journal of the American Chemical Society 1998-09, Vol.120 (37), p.9526-9532
Main Authors: Suárez, Mauricio, Lehn, Jean-Marie, Zimmerman, Steven C, Skoulios, Antoine, Heinrich, Benoit
Format: Article
Language:English
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Summary:6,7-Bis(alkyloxy)-2,3-dihydrophthalazine-1,4-diones self-assemble into lactim−lactam trimeric disks in solution as demonstrated by SEC and NMR. With suitable substituents, as in Phthal8, Phthal12, and Phthal16, these disks self-organize into a thermotropic, columnar, discotic phase. The disubstituted phthalhydrazide unit thus represents a general motif for the recognition-induced generation of supramolecular, discotic liquid crystals by self-assembly.
ISSN:0002-7863
1520-5126
DOI:10.1021/ja981722h