In this study, π-conjugated poly(arylenevinylene)s are synthesized via the Pd-catalyzed dehydrogenative direct alkenylation of polyfluoroarenes with diethenyl aromatic monomer. The introduction of a fluoro group promotes the cross-coupling reaction, and the formation of the undesired homocoupling byproduct is minimized by optimizing the reaction conditions. The polycondensation reactions lead to the formation of poly(arylenevinylene)s with a well-defined trans-configuration. The obtained polymers are evaluated as emitting materials for organic light-emitting diodes.
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http://dx.doi.org/10.1002/marc.201800414 | DOI Listing |
Chem Commun (Camb)
January 2025
Natural Products and Medicinal Chemistry Division, CSIR-Indian Institute of Integrative Medicine, Canal Road, Jammu & Kashmir, 180001, India.
Herein, we disclose the development of novel aminomethylation and dicarbonylation reactions of imidazo[1,5-]pyridines. The developed aminomethylation strategy involves a Pd-catalyzed interrupted borrowing hydrogen strategy by utilizing MeOH as the methylene source. A wide variety of imidazo[1,5-]pyridines and secondary amines were explored for the developed strategy.
View Article and Find Full Text PDFAngew Chem Int Ed Engl
December 2024
Department of Chemical Engineering, Louisiana State University, Baton Rouge, Louisiana, 70803, United States.
Carbonaceous species, including subsurface carbidic carbon and surface carbon, play crucial roles in heterogeneous catalysis. Many reports suggested the importance of subsurface carbon in the selective hydrogenation of alkynes over Pd-based catalysts. However, the role of surface carbon has been largely overlooked.
View Article and Find Full Text PDFJ Am Chem Soc
August 2024
Department of Chemistry and Materials Engineering, Faculty of Chemistry, Materials and Bioengineering, Kansai University, Suita, Osaka 564-8680, Japan.
Metal nanoclusters (NCs) have unique properties because of their small size, which makes them useful as catalysts in reactions like cross-coupling. Pd-catalyzed oxidative amination, which involves dehydrogenative C-N bond formation, uses Pd complexes as the active species. It is known that the catalytic conditions involve the formation of Pd(0) species from Pd NCs, but the precise role of Pd NCs in the transformations has not been established.
View Article and Find Full Text PDFAngew Chem Int Ed Engl
October 2024
Department of Chemistry, The Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, CA 92037, USA.
Pd(II)-catalyzed enantioselective C-H activation has emerged as a versatile platform for constructing point, axial, and planar chirality. Herein, we present an unexpected discovery of a Pd-catalyzed enantioselective cascade β,γ-methylene C(sp)-H diarylation of free carboxylic acids using bidentate chiral mono-protected amino thioether ligands (MPAThio), enabling one-step synthesis of a complex chiral 9,10-dihydrophenanthrene scaffolds with high enantioselectivity. In this process, two methylene C(sp)-H bonds and three C(sp)-H bonds were activated, leading to the formation of four C-C bonds and three chiral centers in one pot.
View Article and Find Full Text PDFOrganometallics
April 2023
Department of Chemistry, University of Michigan, 930 N. University Avenue, Ann Arbor, Michigan 48109, United States.
This communication describes the Pd-catalyzed C(sp)-H functionalization of a tropane derivative to generate products with functionalization at two (β/γ) or three (β/γ/β) different sites on the alicyclic amine core. These reactions proceed via an initial dehydrogenation to generate an alkene product that can react further to form a Pd(I) alkene-bridged dimer. Functionalization of this dimer affords β/γ/β-functionalized allylic arylation and allylic acetoxylation products.
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