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Showing 1 to 6 of 6 for “"sSPhos"”.
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The Synthesis and Application of a Chiral Sulfonated Phosphine Ligand to Asymmetric Transition-Metal Catalysis
… of a chiral sulfonated phosphine ligand, sSPhos, in its enantiopure form and its subsequent application in asymmetric transition-metal catalysis. sSPhos is a dialkylbiaryl phosphine ligand bearing a sulfonate group. This sulfonate group can engage in non-covalent interactions, allowing …
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The Application of sSPhos as a Chiral Ligand in Palladium-Catalysed Reactions: Arylative Dearomatisations, and Heteroarylative Cyclisations with Alkenes
… is the use of a sulfonated chiral ligand, sSPhos. This ligand was first reported in 2005 by Anderson and Buchwald for performing cross-coupling reactions in water. It was repurposed by the Phipps group, first to control site-selectivity in cross-coupling reactions, and then to control …
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The Development of Asymmetric Palladium-Catalysed Transformations Using Chiral Sulfonated Phosphine Ligands
… sulfonate group. One of the ligands assessed was sSPhos, a commercially-available sulfonated variant of SPhos. Notably, sSPhos possesses axial chirality due to the desymmetrisation of the distal ring upon sulfonation. We were subsequently able to develop a high-yielding and facile procedure to …
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Control of selectivity in palladium-catalysed cross-coupling reactions using a sulfonated phosphine ligand
… ligand class, specifically sSPhos, which is the commercially available sulfonated variant of SPhos. The first part investigates the use of this ligand to impart site-selectivity in the cross-coupling of 3,4-dichloroarenes containing an acidic directing group. Selectivity was …
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Palladium reagents for bioconjugation
… the use of a sulfonated biarylphosphine ligand (sSPhos) to promote the chemoselective modification of cysteine containing proteins and peptides with palladium reagents in aqueous medium. The use of sSPhos allowed for the isolation of several air-stable and water-soluble mono- and bis-palladium …
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Controlling Site-Selectivity in Palladium-Catalysed Cross-Coupling Reactions using Non-Covalent Interactions Between Ligand and Substrate
… a sulfonated dialkylbiaryl phosphine ligand (sSPhos) in the Suzuki coupling of 3,4-dichloroarenes bearing a benzyl N-triflyl amide resulted in highly site-selective oxidative addition to occur in the meta position. Mechanistic studies suggest that rather than a hydrogen bonding interaction …