Gilian T. Thomas, Jared Z. Litman, Dang Binh Ho, Jingjun Huang, Kalina Blonska, Nathan D. Schley, David C. Leitch
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引用次数: 0
Abstract
Air-stable palladium(0) precatalysts are advantageous for facilitating a variety of chemical transformations and are desirable precursors for high-throughput experimentation studies. We report investigations into air-stable Pd(0) precatalysts stabilized by dimethyl fumarate (DMFU) as an electron-deficient alkene. A Pd(0) DMFU complex with a diazabutadiene (DAB) supporting ligand readily undergoes substitution with both monodentate and bidentate phosphines to form phosphine–Pd–DMFU complexes in situ. These complexes undergo oxidative addition with ArBr substrates and are also effective precatalysts for Heck coupling, Suzuki–Miyaura coupling, and Miyaura borylation. Catalytic comparisons of the DAB–Pd–DMFU precursor to other Pd sources reveals benefits and limitations of this system, including high activity in Heck coupling, and challenges with in situ catalyst generation.
期刊介绍:
Organometallics is the flagship journal of organometallic chemistry and records progress in one of the most active fields of science, bridging organic and inorganic chemistry. The journal publishes Articles, Communications, Reviews, and Tutorials (instructional overviews) that depict research on the synthesis, structure, bonding, chemical reactivity, and reaction mechanisms for a variety of applications, including catalyst design and catalytic processes; main-group, transition-metal, and lanthanide and actinide metal chemistry; synthetic aspects of polymer science and materials science; and bioorganometallic chemistry.