An asymmetric bis(dithienylethene-acetylide) ruthenium(II) complex trans-Ru(dppe)(L1o)(L2o) (1oo) incorporating two different dithienylethene-acetylides (L1o and L2o) was designed to modulate multistate photochromism in view of the well separated ring-closing absorption bands between L1o and L2o. Upon irradiation with appropriate wavelengths of light, complex 1 undergoes stepwise photocyclization and selective photocycloreversion to afford four states (1oo, 1co, 1oc, and 1cc). As a contrast, symmetric complexes trans-Ru(dppe)(L1o) (2oo) and trans-Ru(dppe)(L2o) (3oo) with two identical dithienylethene-acetylides were synthesized, and the corresponding photochromic behavior was investigated. The photochromic properties of the oxidized species (1oo/1co/1oc/1cc, 2oo/2co/2cc, and 3oo/3co/3cc) were also investigated. The ring-closing absorption bands of one-electron oxidized species 1oo, 2oo, and 3oo show obvious blue shifts relative to those of 1oo, 2oo, and 3oo, respectively. The ring-closing absorption bands in both neutral and oxidized species grow progressively following oo → oc/co → cc and oo → oc/co → cc. As revealed by spectroscopic, electrochemical, and computational studies, complex 1 displays eight switchable states through stepwise photocyclization, selective cycloreversion, and a reversible redox process.
Download full-text PDF |
Source |
|---|---|
| http://dx.doi.org/10.1021/acs.inorgchem.7b02023 | DOI Listing |
Publication Analysis
Top Keywords
Similar Publications
Emergence of Low-Cost and High-Performance Nonfused Ring Electron Acceptors.
Acc Chem Res
December 2024
College of Textiles & Clothing, State Key Laboratory of Bio-fibers and Eco-textiles, Qingdao University, Qingdao 266071, China.
Article Synopsis
- Organic solar cells (OSCs) are lightweight and can be made semitransparent, making them appealing for various applications since the introduction of the bulk heterojunction concept in 1995.
- Fullerene derivatives were once the go-to electron acceptors for OSCs but have reached a power conversion efficiency (PCE) plateau of around 12% due to limitations like poor light absorption and energy level tunability.
- Nonfullerene electron acceptors (NFAs), particularly fused-ring electron acceptors (FREAs), have emerged as superior alternatives since 2015, achieving PCEs up to 20% but face challenges in complex and costly synthesis; nonfused ring electron acceptors (NFREAs
Absorption, Fluorescence, and Two-Photon Excitation Ability of 5-o-Tolyl-11 (or 13)-o-tolylisoindolo[2,1-a]quinolines Prepared by Ring-Closing Metathesis and [2+3] Cycloaddition.
Chem Asian J
January 2025
Graduate School of Pharmaceutical Sciences, Osaka University, Yamada-oka 1-6, Suita, Osaka, 565-0871, Japan.
We have successfully improved the fluorescence quantum yield of isoindolo[2,1-a]quinoline derivatives by suppressing the rotation of the phenyl groups at positions 5 and 11 (or 13). Additionally, we found that the planarity of these phenyl groups at positions 5 and 11 (or 13) of isoindolo[2,1-a]quinoline derivatives is crucial for two-photon absorption properties.
View Article and Find Full Text PDFA Hexaarylbiimidazole-Terarylene Hybrid: Visible-to-NIR-II Absorption via Sequential Photochromic Reactions.
Angew Chem Int Ed Engl
September 2024
Department of Chemistry Graduate School of Science, Osaka Metropolitan University, 3-3-138 Sugimoto, Sumiyoshi-ku, Osaka, 558-8585, Japan.
A synergetic interaction between two or more photochromic chromophores has a potential to achieve advanced photochemical properties beyond conventional photochromic molecules and to realize photochemical control of complex systems using only a single molecule. Herein, we report a hybrid photochromic molecule consisting of hexaarylbiimidazole (HABI) and terarylene that exhibits multi-state photochromism. The biphotochrome hybrid shows four-state photochromic reaction involving sequentially proceeding photoreactions.
View Article and Find Full Text PDFDibenzoindolo[1,8]naphthyridines: Synthesis and Characterization of X-Shaped Aza[4,6]helicenes.
Chemistry
January 2024
Institut für Chemie, Universität Rostock, Albert Einstein Str. 3a, 18059, Rostock, Deutschland.
This report describes a one-pot multi-step procedure to obtain double azahelicenes via nucleophilic fluorine substitution of 2,2-di(2-bromophenyl)-1,1-difluoroalkenes and palladium-catalysed ring closing reaction. The developed synthesis approach allows easy diversification of substituents at all four fragments of the obtained X-shaped aza[4,6]helicene entity. Yields range from 20 % to 60 % among 12 product examples.
View Article and Find Full Text PDFDibenzoacridines: synthesis by alkyne-carbonyl-metathesis and properties.
Org Biomol Chem
May 2023
Universität Rostock, Institut für Chemie, A.-Einstein-Str. 3a, 18059 Rostock, Germany.
Dibenzo[,]acridines and regioisomeric dibenzo[,]acridines were synthesized from a common starting material, 2,3,5,6-tetrachloropyridine, by combination of site-selective cross-coupling reaction followed by ring-closing alkyne-carbonyl metathesis using simple Brønsted acids. The two regioisomeric series were accessed by change of the order of Sonogashira and Suzuki-Miyaura reactions. The optical properties of the products were studied by steady-state absorption spectroscopy and time-resolved emission measurements.
View Article and Find Full Text PDFWant AI Summaries of new PubMed Abstracts delivered to your In-box?
Enter search terms and have AI summaries delivered each week - change queries or unsubscribe any time!