Cycloaddition of 1-methyl-2(1H)-quinolones with electron-withdrawing groups such as methoxycarbonyl, cyano, and acetyl groups, at the 3 or 4-position with 2,3-dimethoxy- and 2-(trimethylsilyloxy)-1,3-butadienes afforded stereoselectively phenanthridone derivatives under atmospheric and high pressures. Furthermore, regioselectivities of the cycloaddition of 3- or 4-substituted 2 (1H)-quinolones with 2-(trimethylsilyloxy)-1,3-butadiene were examined using MO calculation.
Download full-text PDF |
Source |
---|---|
http://dx.doi.org/10.1248/yakushi.122.177 | DOI Listing |
ACS Appl Mater Interfaces
January 2025
MOE Key Laboratory of Macromolecular Synthesis and Functionalization, State Key Laboratory of Silicon and Advanced Semiconductor Materials, Department of Polymer Science and Engineering, Zhejiang University, Hangzhou 310027, P. R. China.
Organic solar cells have seen significant progress in the past 2 decades with power conversion efficiencies (PCEs) exceeding 20% but mostly based on high-cost photovoltaic materials. Polythiophenes (PTs) without a fused-ring structure are good candidates as low-cost donor materials, deserving more attention for studying. In this work, ester-substituted thiazole (E-Tz) was explored as the electron-withdrawing unit to design PTs, and further optimization on the fluorinated/nonfluorinated donor segment contents via copolymerization strategy was simultaneously performed, yielding polymer donors of PTETz-100F, PTETz-80F, and PTETz-0F.
View Article and Find Full Text PDFNat Commun
January 2025
Department of Physics, Chemistry and Biology (IFM), Linköping University, Linköping, Sweden.
One of the key advantages of perovskite light-emitting diodes (PeLEDs) is their potential to achieve high performance at much higher current densities compared to conventional solution-processed emitters. However, state-of-the-art PeLEDs have not yet reached this potential, often suffering from severe current-efficiency roll-off under intensive electrical excitations. Here, we demonstrate bright PeLEDs, with a peak radiance of 2409 W sr m and negligible current-efficiency roll-off, maintaining high external quantum efficiency over 20% even at current densities as high as 2270 mA cm.
View Article and Find Full Text PDFThe elimination of the A' unit from -type Y6-derivatives has led to the development of a new class of -benzodipyrrole (-BDP)-based A-DBD-A-type NFAs. In this work, two new A-DBD-A-type NFAs, denoted as CFB and CMB, are designed and synthesized, where electron-withdrawing fluorine atoms and electron-donating methyl groups are substituted on the benzene ring of the -BDP moiety, respectively. CFB exhibits a blue-shifted absorption spectrum, stronger intermolecular interactions, shorter π-π stacking distances, and more ordered 3D intermolecular packing in the neat and blend films, enabling it to effectively suppress charge recombination in the PM6:CFB device showing a higher PCE of 16.
View Article and Find Full Text PDFDalton Trans
January 2025
Institut für Anorganische Chemie, Universität Stuttgart, Pfaffenwaldring 55, 70569 Stuttgart, Germany.
In this work, we show two synthetic routes to substitute the N position of mesoionic imines (MIIs). By Buchwald-Hartwig amination, 5-amino-1,2,3-triazoles can be arylated at the said position, showing the versatility of amino-triazoles as building blocks for MIIs. The reaction of MIIs with electrophiles (MeI, fluoro-arenes) highlights the nucleophilic nature of MIIs as even at room temperature aromatic C-F bonds can be activated with MIIs.
View Article and Find Full Text PDFOrg Biomol Chem
January 2025
Department of Applied Chemistry, Waseda University, 513 Wasedatsurumakicho, Shinjuku, Tokyo 162-0041, Japan.
Nitroarenes are highly versatile building blocks in organic synthesis, playing a pivotal role in various reactions. Common transformations involving nitroarenes include nucleophilic aromatic substitution (SAr) reactions, where the nitro group functions both as a potent electron-withdrawing group that activates the aromatic ring and as a leaving group facilitating the substitution. Additionally, the direct transformation of nitro groups, such as reduction-driven syntheses of amines and carboxylic acids, as well as -substitution SAr reactions, have been extensively explored.
View Article and Find Full Text PDFEnter search terms and have AI summaries delivered each week - change queries or unsubscribe any time!