Two-step dearomative functionalization of naphthols promoted by Lewis acids and copper(I) catalysis was developed. Initially, Lewis acid complexation inverted the electronic properties of the ring and established an equilibrium with the dearomatized counterpart. Subsequent trapping of the dearomatized intermediate with organometallics as well as organophosphines was demonstrated and provided the corresponding dearomatized products.
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http://dx.doi.org/10.1002/chem.202003392 | DOI Listing |
Chem Commun (Camb)
January 2025
Organisch-Chemisches Institut, Universität Münster, Corrensstraße 40, 48149 Münster, Germany.
Herein we report a simple BF-catalyzed cycloaddition of dihydropyridines with bicyclobutanes for the expedient synthesis of novel three-dimensional azacycle-fused bicyclo[2.1.1]hexane scaffolds.
View Article and Find Full Text PDFChem Sci
January 2025
Hunan Key Laboratory of Micro & Nano Materials Interface Science, College of Chemistry and Chemical Engineering, Central South University Changsha 410083 P. R. China
The layer-stacking mode of a two-dimensional (2D) material plays a dominant role either in its topology or properties, but remains challenging to control. Herein, we developed alkali-metal ion-regulating synthetic control on the stacking structure of a vinylene-linked covalent triazine framework (termed spc-CTF) for improving hydrogen peroxide (HO) photoproduction. Upon the catalysis of EtONa in Knoevenagel polycondensation, a typical eclipsed stacking mode (spc-CTF-4@AA) was built, while a staggered one (spc-CTF-4@AB) was constructed using LiOH.
View Article and Find Full Text PDFAngew Chem Int Ed Engl
January 2025
Texas A&M University, Department of Chemistry, Texas A&M University, 77842, College Station, UNITED STATES OF AMERICA.
Lewis acids play a central role in a large variety of chemical transformations. The reactivity of the strongest Lewis acids is typically studied in the context of affinity towards hard bases, such as fluoride or oxygenous species. Carbocations can be viewed as soft Lewis acids, possessing significant affinity for softer bases, such as hydride.
View Article and Find Full Text PDFJ Org Chem
January 2025
School of Chemistry, IGCME, The Key Laboratory of Low-Carbon Chemistry & Energy Conservation of Guangdong Province, Guangdong Provincial Key Laboratory of Chiral Molecules and Drug Discovery, Sun Yat-sen University, Guangzhou 510006, People's Republic of China.
The ligand-free Lewis acid-mediated regioselective hydroamination and hydroarylation of styrenes have been successfully developed in the presence of isatins or heterocyclic aryl compounds such as benzothiophenes and benzofurans. The reactions tolerate a variety of functional groups and afford the corresponding products in moderate to good yields. Deuterium labeling experiments show that the functionalized hydrogen of styrenes was derived from the nitrogen-hydrogen of the substrates in the hydroamination.
View Article and Find Full Text PDFAdv Mater
January 2025
School of Chemistry and Chemical Engineering, Ministry of Education Key Laboratory of Special Functional Aggregated Materials, Shandong Key Laboratory of Advanced Organosilicon Materials and Technologies, Shandong University, Jinan, 250100, China.
SnO₂ is a widely used electron transport layer (ETL) material in perovskite solar cells (PSCs), and its design and optimization are essential for achieving efficient and stable PSCs. In this study, the in situ formation of a chain entanglement gel polymer electrolyte is reported in an aqueous phase, integrated with SnO₂ as the ETL. Based on the self-polymerization of 3-[[2-(methacryloyloxy)ethyl]dimethylammonium]propane-1-sulfonic acid (DAES) in an aqueous environment, combining the catalytic effect of LiCl (as a Lewis acid) with the salting-out effect, and the introduction of polyvinylpyrrolidone (PVP) as the other polymer chain, a chain entanglement gelled SnO (G-SnO) structure is successfully constructed with a wide range of functions.
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