Pedro Ximenis, Llorenç Rubert, Heike M. A. Ehmann and Bartolome Soberats
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Influence of hydrogen bonds and π–π stacking on the self-assembly of aryldipyrrolidones†
We report on the self-assembly behaviour in solution and in the solid-state of two newly designed bisdendronized aryldipyrrolidone (BDP and NDP) dyes with two free N–H groups at the lactam positions. Interestingly, while the naphthalene-based NDP self-assembles via π–π-stacking to form conventional columnar liquid-crystalline (LC) assemblies, the smaller benzene-based BDP forms unconventional columnar LC phases with the dyes parallel to the columnar axis, via hydrogen-bonding interactions. This work presents new design principles to modulate hydrogen bonding in dye materials with potential application in optoelectronics.
期刊介绍:
Organic Chemistry Frontiers is an esteemed journal that publishes high-quality research across the field of organic chemistry. It places a significant emphasis on studies that contribute substantially to the field by introducing new or significantly improved protocols and methodologies. The journal covers a wide array of topics which include, but are not limited to, organic synthesis, the development of synthetic methodologies, catalysis, natural products, functional organic materials, supramolecular and macromolecular chemistry, as well as physical and computational organic chemistry.