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Smooth and selective: Upon photoirradiation, bis(3-alkenyl-2-thienyl)acetylenes smoothly and selectively undergo double 5-exo-dig cyclization to produce a series of thiophene-fused pentafulvalenes with various aryl substituents. In this fused π-conjugated skeleton, the fused thiophene rings and the aryl substituents significantly modulate the electronic structure of the pentafulvalene skeleton.
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http://dx.doi.org/10.1002/anie.201303738 | DOI Listing |
J Org Chem
September 2025
Department of Organic Chemistry, University of Chemical Technology and Metallurgy, 8 St. Kliment Ohridski blvd, Sofia 1756, Bulgaria.
Herein, a novel class of azo photoswitches based on a phthalimide with an azo bond to the imide ring is presented, exhibiting reversible isomerization under a broad range of visible light irradiation from 405 to 530 nm. Structural variations with heteroaryl or aryl segments attached to the 3-phthalylazo unit exhibit distinct spectral features, such as red-shifted absorption, well-separated absorption bands, and tunable stability of the metastable isomer, ranging from seconds to days. They differ drastically in the half-life of -isomer stability, ranging from several seconds (-methylpyrrole) to days (-methylimidazole).
View Article and Find Full Text PDFJ Am Chem Soc
September 2025
Shenzhen Key Laboratory of Cross Coupling Reactions & Department of Chemistry, Southern University of Science and Technology (SUSTech), Shenzhen 518055, China.
Currently, most sulfoximine clinical candidates feature both -aryl and -alkyl substituents. The asymmetric synthesis of these compounds typically relies on oxidizing corresponding enantioenriched sulfilimines. Herein, we describe an effective catalytic system comprising CuI and an azabicyclo[2.
View Article and Find Full Text PDFChem Sci
August 2025
Inorganic and Organometallic Chemistry, Friedrich-Alexander-Universität Erlangen-Nürnberg Egerlandstraße 1 91058 Erlangen Germany
Mechanochemical reduction of β-diketiminate (BDI) barium iodide precursors with K/KI resulted in the first barium inverse sandwich complexes containing the benzene dianion in yields of up to 54%. This most challenging isolation of highly reactive (BDI)Ba-(CH)-Ba(BDI) complexes, completes the family of heavier benzene inverse sandwich complexes and allows for a comparison of trends in the series from Mg, Ca, Sr to Ba. Syntheses, stabilities, structures, electronic states and reactivities of the full range are compared.
View Article and Find Full Text PDFActa Crystallogr E Crystallogr Commun
September 2025
Department of Chemistry, Tulane University, 6400 Freret Street, New Orleans, Louisiana 70118-5698, USA.
The crystal structure of the title compound, [Ni(CHFS)] (), reveals averaged S-C [1.708 (2) Å] and C-C [1.395 (4) Å] bond lengths that are consistent with radical monoanionic ligands paired with a divalent Ni ion.
View Article and Find Full Text PDFACS Appl Mater Interfaces
September 2025
N.N. Vorozhtsov Novosibirsk Institute of Organic Chemistry SB RAS, Novosibirsk 630090, Russia.
While fluorene-containing materials are widely used in organic optoelectronics as bright emitters and hole semiconductors, their diazafluorene analogues have been poorly explored, though their nitrogen atoms could result in electron transport and bring sensory abilities. Here, we report the synthesis, characterization, and detailed study of a series of 4,5-diazafluorene-derivatives with different donor/acceptor substituents and organic semiconductors based on these molecules. The crystal structures of all the materials were solved by X-ray diffraction, indicating the presence of extensive π-stacking and anisotropic charge-transfer pathways.
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