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Structure-based rationale for selectivity in the asymmetric allylic alkylation of cycloalkenyl esters employing the Trost 'Standard Ligand' (TSL): isolation, analysis and alkylation of the monomeric
The solution-phase structures of the monomeric forms of the cationic Pd-eta(3)-allyl and Pd-eta(3)-cyclohexenyl complexes [Pd(R,R)-1(eta(3)-C(3)H(5))](+) (7(+)) and [Pd(R,R)-1(eta(3)-C(6)H(9))](+)Expand
A Robust Protocol for Pd(II)-catalyzed C-3 Arylation of (1H) Indazoles and Pyrazoles: Total Synthesis of Nigellidine Hydrobromide.
C3-arylated indazole and pyrazoles are privileged structural motifs in agrochemicals and pharmaceuticals. C-3 C-H arylation of (1H) indazole and pyrazole has been a significant challenge due to theExpand
Mechanistic and Performance Studies on the Ligand-Promoted Ullmann Amination Reaction
Over the last two decades many different auxiliary ligand systems have been utilized in the copper-catalyzed Ullmann amination reaction. However, there has been little consensus on the relativeExpand
Mechanistic rationalization of unusual kinetics in Pd-catalyzed C-H olefination.
Detailed kinetic studies and novel graphical manipulations of reaction progress data in Pd(II)-catalyzed olefinations in the presence of mono-N-protected amino acid ligands reveal anomalousExpand
Electrospray Mass Spectrometric Studies of Two Palladium-Allyl Complexes of the Trost Standard Ligand
Two allyl-palladium(II) complexes bearing the Trost standard ligand (1), i.e., [(C3H5)Pd(S,S-1)]+CF3SO3− and [(c-C6H9)Pd(S,S-1)]+BArF− (BArF− = [B((3,5-(CF3)2)C6H3)4]−), are investigated usingExpand
Direct ortho-Arylation of Pyridinecarboxylic Acids: Overcoming the Deactivating Effect of sp2-Nitrogen.
Direct arylations of pyridines are challenging transformations due to the high Lewis basicity of the sp2-nitrogen. The use of carboxylates as directing groups is reported, facilitating theExpand
A preliminary investigation into a rationally designed catalytic system for the epoxidation of alkenes based on a bipyridyl core
Abstract A novel series of enantiomerically pure ligands, containing both pyridyl and 2,2′-bipyridyl moieties, derived from 2,6-dibromopyridine is reported, together with the synthesis of a number ofExpand
Mechanistic Studies on the Copper-Catalyzed N-Arylation of Alkylamines Promoted by Organic Soluble Ionic Bases
Experimental studies on the mechanism of copper-catalyzed amination of aryl halides have been undertaken for the coupling of piperidine with iodobenzene using a Cu(I) catalyst and the organic baseExpand
Interrogation of a dynamic multi-catalyst ensemble in asymmetric catalysis
The ‘Trost Standard Ligand’ (2) is a chiral diphosphine ligand that distinguishes itself by the high selectivity it induces in the Pd-catalysed reactions of allylic substrates that generate slimExpand
Synthesis, Characterisation and Reactivity of Copper(I) Amide Complexes and Studies on Their Role in the Modified Ullmann Amination Reaction
A series of copper(I) alkylamide complexes have been synthesised; copper(I) dicyclohexylamide (1), copper(I) 2,2,6,6-tetramethylpiperidide (2), copper(I) pyrrolidide (3), copper(I) piperidide (4),Expand