A simple and efficient hemilabile-type phosphine ligand, found to be highly effective in Suzuki-Miyaura cross-coupling of aryl chlorides with generally low Pd-catalyst loading (0.05%), was prepared in one step based on an economically attractive approach from commercially available benzamide starting material.
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Metal Bis(acyclic diaminocarbene)-Derived Homochiral Organometallic Frameworks: Synthesis and Asymmetric Catalytic Application.
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College of Chemistry, Chemical Engineering and Materials Science, Collaborative Innovation Center of Functionalized Probes for Chemical Imaging in Universities of Shandong, Key Laboratory of Molecular and Nano Probes, Ministry of Education, Shandong Normal University, Jinan 250014, P. R. China.
As an indispensable member of the reticular material family, metal-carbon-based organometallic frameworks (OMFs) remain largely underexplored, and no chiral OMFs (COMFs) have been reported thus far. Herein, we first report the construction of COMFs from a Pd-isocyanide OMF via nucleophilic addition to the Pd-isocyanide moiety with optically pure amines. The obtained Pd-bis(acyclic diaminocarbene) (Pd-BADC)-derived chiral OMFs display excellent applicability and can be reusable chiral catalysts to highly promote asymmetric Strecker and Suzuki-Miyaura cross-coupling reactions in a heterogeneous way.
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Laboratoire de Chimie de Coordination, CNRS, Toulouse-INP, Université de Toulouse, 31000 Toulouse, France.
In recent years, there has been growing interest in the development of greener alternatives to traditional reagents used in carbon-carbon coupling reactions, particularly in response to environmental concerns. The commonly used aryl halides, despite being highly reactive in the Suzuki-Miyaura coupling (SMC), pose significant environmental risks. As a result, research has shifted towards exploring the use of phenols, which are widely accessible and environmentally benign.
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Org Biomol Chem
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Department of Chemistry, CMS College Kottayam (Autonomous), Kottayam, Kerala, 686001, India.
The Suzuki-Miyaura Coupling (SMC) reaction is a powerful method for forming carbon-carbon bonds in organic synthesis. Recent advancements in SMC reactions have introduced first-row transition metal catalysts, with zinc garnering significant interest due to its cost-effective and eco-friendly nature. Despite progress in experimental protocols, the mechanistic details of zinc-catalyzed SMC reactions are limited.
View Article and Find Full Text PDFStereoselective Preparation and Pd-catalyzed Suzuki-Miyaura Cross-coupling of Alkenyl Sulfoximine.
Angew Chem Int Ed Engl
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Osaka University: Osaka Daigaku, Department of Applied Chemistry, JAPAN.
Although numerous transition-metal catalyzed cross-coupling reactions of alkenyl electrophiles with a sulfur(VI) leaving group, mainly alkenyl sulfones, have been developed, most rely heavily on highly nucleophilic Grignard reagents, and the use of organoboron reagents remains challenging. We report herein facile preparation and the following Pd-catalyzed Suzuki-Miyaura cross-coupling reaction of alkenyl sulfoximine, a monoaza analog of sulfone. The condensation of alkyl sulfoximine with aldehydes, developed in this study, makes alkenyl sulfoximines more readily available.
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