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Light-triggered photoisomerization of the azobenzene (AB) unit in bistable [2]rotaxanes can cause the shuttling of the macrocycle on the dumbbell, resulting in distinctive dual spectral variation characteristics: (1) the spectral change of the photochromic unit and (2) the variation of the charge-transfer band. By employing the CT bond region as an output signal, non-destructive readout of optical information could be achieved.
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http://dx.doi.org/10.1039/c6cc08314e | DOI Listing |
Chempluschem
June 2025
Department of Physics, Chemistry, and Pharmacy, University of Southern Denmark, Campusvej 55, Odense M, 5230, Denmark.
Control of movement in artificial molecular machines relies on the formation of out-of-equilibrium states that can subsequently interconvert to their ground states. However, a detailed description of molecular machines that are out of equilibrium is a challenge because they are often too short-lived to be characterized. Herein, the synthesis of two cyclobis(paraquat-p-phenylene) [2]rotaxanes that incorporate a redox-active monopyrrolotetrathiafulvalene unit as the primary station and either a hydroquinone or a xylyl moiety as the secondary station is described.
View Article and Find Full Text PDFOrg Biomol Chem
December 2024
Department of Physics, Chemistry and Pharmacy, University of Southern Denmark, Campusvej 55, 5230 Odense M, Denmark.
Incorporating a steric barrier between the two stations in a bistable [2]rotaxane based on monopyrrolotetrathiafulvalene and cyclobis(paraquat--phenylene) allows the high-energy metastable-state co-conformation to be physically isolated following a single redox cycle, thus making it possible to store energy (4.4 J L) and to follow its interconversion back to the ground-state co-conformation.
View Article and Find Full Text PDFCommun Chem
August 2024
Faculty of Chemistry (Organic Chemistry) and Center for Nanointegration Duisburg-Essen (CENIDE), University of Duisburg-Essen, Universitätsstrasse 7, 45141, Essen, Germany.
Rotaxanes are mechanically interlocked molecules where a ring (macrocycle) is threaded onto a linear molecule (thread). The position of the macrocycle on different stations on the thread can be controlled in response to external stimuli, making rotaxanes applicable as molecular switches. Here we show that bistable rotaxanes based on the combination of a Zn(II) tetraphenylporphyrin photosensitizer, attached to the macrocycle, and a black-hole-quencher, attached to the thread, are capable of singlet oxygen production which can be switched on/off by the addition of base/acid.
View Article and Find Full Text PDFAdv Mater
July 2024
Department of Materials Science and Engineering, National Yang Ming Chiao Tung University, Hsinchu, 300093, Taiwan.
The first tunable nano-bending structures of [1]rotaxane containing a single-fluorophoric N,N'-diphenyl-dihydrodibenzo[a,c]phenazine (DPAC) moiety (i.e., [1]RA) are developed as a loosened lasso structure to feature the bright white-light emission [CIE (0.
View Article and Find Full Text PDFChemistry
October 2023
School of Chinese Materia Medica, Tianjin University of Traditional Chinese Medicine, Tianjin, 301617, P. R. China.
Advanced Organic Chemical Materials Co-constructed Mechanically bonded amphiphiles (MBAs), also known as mechanically interlocked molecules (MIMs), have emerged as an important kind of functional building block for the construction of artificial molecular machines and soft materials. Herein, a novel MBA, i. e.
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