期刊
CHEMISTRY-A EUROPEAN JOURNAL
卷 18, 期 29, 页码 9091-9098出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.201200057
关键词
aggregation; bent-core molecules; chirality; helical structures; self-assembly
资金
- National Science Council [NSC 99-2120M-007-003]
Herein, two asymmetric chiral bent-core molecules, 3-[(4-{[4-(heptyloxy)benzoyl]oxy}benzoyl)oxy]-phenyl-4-[(4-{[(1R)-1-methylheptyl]oxy}benzoyl)oxy] benzoate (BC7R) and 3-[(4-{[4-(heptyloxy)benzoyl]oxy}benzoyl)oxy]-phenyl-4-[(4-{[(1S)-1-methylheptyl]oxy}benzoyl)oxy] benzoate (BC7S), were synthesized to demonstrate control of the helicity of their self-assembled hierarchical superstructures. Mirror-imaged CD spectra showed a split-type Cotton effect after the formation of self-assembled aggregates of BC7R and BC7S, thereby suggesting the formation of intermolecular exciton couplets with opposite optical activities. Both twisted and helical ribbons with preferential helicity that corresponded to the twisting character of the intermolecular exciton couplet were found in the aggregates. The formation of helical ribbons was attributed to the merging of twisted ribbons through an increase in width to improve morphological stability. As a result, control of the helicity of hierarchical superstructures from the self-assembly of bent-core molecules could be achieved by taking advantage of the transfer of chiral information from the molecular level onto the hierarchical scale.
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