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We design a cyanostilbene-glutamide-based amphiphile L- GC bearing a long alkyl chain. It can form gels in methanol and exhibit circular dichroism (CD) signals. Upon ultraviolet-light irradiation, the CD signals are inverted and the morphology transforms from fibers to spheres. Chirality and energy transfer can be achieved when L- GC co-assembles with the energy acceptor DBTOC 18. Moreover, the energy-transfer efficiency of the co-assembly can be modulated via photoirradiation-induced isomerization. [Display omitted] • UV irradiation triggers the transformation of CD spectra and nanostructure. • Both chirality and energy transfer can be realized in the co-gel. • Chirality and energy transfer efficiency can be modulated simultaneously. Manipulating chirality and energy transfer simultaneously in a single self-assembly system is important but remains challenging. In this study, we design a cyanostilbene-glutamide-based amphiphile L- GC bearing a long alkyl chain. It can form gels in methanol and exhibit circular dichroism (CD) signals. Upon ultraviolet-light irradiation, the CD signals are inverted and the morphology transforms from fibers to spheres. Chirality and energy transfer can be achieved when L- GC co-assembles with the energy acceptor DBTOC 18 , which is conjugated to a long alkyl chain. Moreover, the energy-transfer efficiency of the co-assembly can be modulated via photoirradiation-induced isomerization. Molecular dynamics simulation was conducted to elucidate the photomodulated assembly behavior. This study realizes the dual modulation of chirality and energy and presents some perspectives for information exchange in chiroptical materials. [ABSTRACT FROM AUTHOR]

The chiral exciton couplings within a Y-shaped amphiphilic glutamide–cyanostilbene (GCS) could be significantly biased by solvent polarity and hydration effects, which led to sign inversion of both the circular dichroism and circularly polarized luminescence of the GCS assemblies. [ABSTRACT FROM AUTHOR]

A cyanostilbene conjugated gelator was incorporated into the cavities of cyclodextrins via the host–guest interaction and the resulting supra-gelator from γ-CyD enabled chiroptical photo-switching, while the other gels showed enhanced circularly polarized luminescences. [ABSTRACT FROM AUTHOR]

[Display omitted] • Amphiphile forms assembly in acetonitrile and shows circular dichroism signals. • CD signals can be inverted by photo-irradiation. • After UV and heating–cooling process, the minority of E -isomer determined the supramolecular chirality. Here, amphiphile GCH based on glutamide-cyanostilbene is designed and synthesized, it is found that it can assembly in acetonitrile, and shows circular dichroism signals. After Z-E isomerizaition by UV irradiation, the CD signal of the assembly can be inverted. Unexpectedly, after another heating and cooling process, the circular dichroism signals can be totally inverted even though the E -isomers are in minority. Finally, the molecular dynamics (MD) simulations deeply elucidate the supramolecuar chirality inversion mechanism. This work brings some new insights into the control of chirality inversion, which may provide a perspective for the smart chiroptical materials construction. [ABSTRACT FROM AUTHOR]

To improve the energy transfer efficiency in chiral system is significant for natural system is composed of chiral compounds. Here, organogelator GCS based on glutamide-cyanostilbene is designed and synthesized, it is found that the gelator could form gel in both polar and non-polar solvents, show obvious circular dichroism signals. Moreover, after co-assemble with energy acceptors, the energy transfer efficiency in the two component gels could be tuned by the polarity of the solvents and white light emitting gels in polar solvents could be also obtained by modulating the molar ratio of the donor/acceptor. This work proves the external modulation such as solvent polarity is significant to the energy transfer efficiency in chiral systems. [Display omitted] • The gel could showed CD signals in both polar and non-polar solvents. • Energy transfer efficiency in the two component gels could be tuned by the polarity of the solvents. • White light emitting gels in polar solvents could be also obtained by modulating the molar ratio of the donor/acceptor. [ABSTRACT FROM AUTHOR]

• Gelator GPCS could form supramolecular gel in DMF/H 2 O co-solvents and exhibit obvious CD signals. • After the protonation of the pyridine ring, the fluorescent emission of the gel was transited from 485 nm to 530 nm. • Chirality can be inverted by the protonation process, dual switch of chirality and switch in one system is realized. Regulating both the helicity and fluorescent emission in a self-assembly system is significant, but it is difficult to realize dual switchimg in a single system. Here, organogelator GPCS based on glutamide pyridine-cyanostilbene is designed and synthesized, and it is found that the gelator can form a gel and show obvious circular dichroism signals. After the protonation of the pyridine moiety, not is only the supramolecular chirality inverted but also the fluorescent emission transtions from 485 nm to 530 nm. This work provides insights into the control of chiroptical inversion and emission transition, and may have potential applications such as in the field of anticounterfeiting. [ABSTRACT FROM AUTHOR]