Chirality switching is intriguing for the dynamic control of the electronic and optical properties in nanoscale materials. The ability to photochemically switch the chirality in liquid crystals (LCs) is especially attractive given their potential applications in electro-optic displays, optical data storage, and the asymmetric synthesis of organic molecules and polymers. Here, we present a dynamic photoswitching of the helical inversion in chiral nematic LCs (N*-LCs) that contain photoresponsive axially chiral dopants. Novel photoresponsive chiral dithienylethene derivatives bearing two axially chiral binaphthyl moieties are synthesized. The dihedral angle of the binaphthyl rings changes via the photoisomerization between the open and closed forms of the dithienylethene moiety. The N*-LCs induced by the dithienylethene derivatives that are used as chiral dopants exhibit reversible photoswitching behaviors, including a helical inversion in the N*-LC and a phase transition between the N*-LC and the nematic LC. The present compounds are the first chiral dopants that induce a helical inversion in N*-LC via the photoisomerization between open and closed forms of the dithienylethene moiety.
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http://dx.doi.org/10.1021/ja2088053 | DOI Listing |
Adv Mater
January 2025
Center for Hybrid Organic-Inorganic Semiconductors for Energy, Golden, Colorado, 80401, USA.
Recent activity in the area of chiroptical phenomena has been focused on the connection between structural asymmetry, electron spin configuration and light/matter interactions in chiral semiconductors. In these systems, spin-splitting phenomena emerge due to inversion symmetry breaking and the presence of extended electronic states, yet the connection to chiroptical phenomena is lacking. Here, we develop an analytical effective mass model of chiral excitons, parameterized by density functional theory.
View Article and Find Full Text PDFAngew Chem Int Ed Engl
January 2025
Beijing National Laboratory of Molecular Sciences and CAS Key Laboratory of Colloid, Interface and Thermodynamics, Institute of Chemistry, Chinese Academy of Sciences, North First Street 2, Zhongguancun, Beijing, 100190, China.
Here, we report the synthesis and self-assembly of a novel chiral 2,3 : 6,7-naphthalenediimide-based triangular macrocycle (NDI-Δ) and its chiroptical properties. The enantiomeric NDI-Δ is synthesized by condensation of (RR) or (SS)-trans-1,2-cyclohexanediamine and 2,3,6,7-naphthalenetetracarboxylic 2,3 : 6,7-dianhydride, in which the chirality of the macrocycles is controlled by the diamine. With the rigid outer π-surface, the macrocycle exhibits unique chiroptical properties and self-assembly modes.
View Article and Find Full Text PDFActa Crystallogr E Crystallogr Commun
October 2024
Laboratory of Organic and Physical Chemistry, Applied Bioorganic Chemistry Team, Faculty of Sciences, Ibnou Zohr University, Agadir, Morocco.
The title mol-ecule, CHBrNO, adopts a cup shaped conformation with the distinctly ruffled imidazolidine ring as the base. In the crystal, weak C-H⋯O hydrogen bonds and C-H⋯π(ring) inter-actions form helical chains of mol-ecules extending along the -axis direction that are linked by additional weak C-H⋯π(ring) inter-actions across inversion centres. The Hirshfeld surface analysis of the crystal structure indicates that the most important contributions for the crystal packing are from H⋯H (51.
View Article and Find Full Text PDFSmall
December 2024
State Key Laboratory of Chemical Engineering, School of Chemical Engineering and Technology, Tianjin University, Tianjin, 300072, China.
Currently, circularly polarized luminescence (CPL) has drawn wide interest in 3D display, information storage, and optical sensing. However, traditional synthetic paths are often accompanied by low chiral optical intensity and complex processes. Cellulose nanocrystals (CNCs), with the properties of liquid crystals, can spontaneously arrange into the left-handed layered nanofilm, which enables them candidates in the construction of CPL materials.
View Article and Find Full Text PDFNanophotonics
November 2024
College of Science, China University of Petroleum (East China), Qingdao 266580, China.
Owing to its topological properties and band collapse, Floquet helical photonic lattices have gained increasing attention as a purely classical setting to realize the optical analogues of a wide variety of quantum phenomena. We demonstrate both theoretically and numerically that light propagation in an appropriately designed helical superlattice can exhibit spatial photonic Zitterbewegung effect, i.e.
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