87961-72-6Relevant academic research and scientific papers
Organogold(I) phosphanes in palladium-catalyzed cross-coupling reactions in aqueous media
Pena-Lopez, Miguel,Sarandeses, Luis A.,Perez Sestelo, Jose
, p. 2545 - 2554 (2013)
Cross-coupling reaction of organogold(I) phosphanes with organic electrophiles in aqueous media has been investigated. Reactions between isolated aryl-, alkenyl-, or alkynylgold(I) phosphanes and aryl halides or triflates, alkenyl halides, and allyl acetates proceed under palladium catalysis conditions at room temperature or 80 °C in water with THF as a co-solvent. The coupling reactions give good yields and are highly versatile and chemoselective, allowing the presence of free amino or hydroxy groups in the electrophile. This methodology was applied to the preparation of substituted phenylalanine esters in a demonstration that gold(I) organometallics are suitable reagents for metal-catalyzed cross-coupling reactions under protic conditions. Organogold(I) phosphanes react with organic electrophiles in aqueous media under palladium catalysis conditions. The reactions take place at room temperature or 80 °C in water with THF as co-solvent. The coupling is versatile and chemoselective and allows the presence of free amino and hydroxy groups in the electrophile. Copyright
Mechanochemical synthesis of (hetero)aryl Au(i) complexes
Dyrager, Christine,Gates, Paul J.,Giustra, Zachary X.,Ingner, Fredric J. L.,Novosedlik, Sebastian,Orthaber, Andreas,Pilarski, Lukasz T.
supporting information, p. 5648 - 5655 (2020/09/21)
Growing demand for sustainable chemical syntheses casts mechanochemistry in a new light as an environmentally benign alternative to traditional solvent-based methods. Given recent interest in Au(i) complexes for catalytic, materials, and medicinal applications, we developed a mechanochemical protocol to prepare (hetero)aryl Au(i) complexes under green conditions. The procedure reported here uses C-H or C-B activation to afford the corresponding Au(i) complexes in high yields. Our approach bypasses external heating, long reaction times and the use of toxic solvents. We demonstrate that mechanochemical C-H auration can be used on highly functionalised bioactive substrates. Mechanistic aspects of the C-H auration are discussed.
Palladium-catalyzed cross-coupling reactions of organogold(i) phosphanes with allylic electrophiles
Pena-Lopez, Miguel,Ayan-Varela, Miguel,Sarandeses, Luis A.,Sestelo, Jose Perez
, p. 1686 - 1694 (2012/03/22)
Aryl and alkenylgold(i) phosphanes react regioselectively with allylic electrophiles such as cinnamyl and geranyl halides (bromide, chloride and acetates) under palladium catalysis in THF at 80 °C to afford the α-substitution product with moderate to high yields. When the reaction is performed with a chiral enantiopure secondary acetate, the α-substituted cross-coupling product is obtained with complete inversion of the stereochemistry.
Synthesis, structure and reactivity of organogold compounds of relevance to homogeneous gold catalysis
Hashmi, A. Stephen K.,Ramamurthi, Tanuja Dondeti,Rominger, Frank
, p. 592 - 597 (2009/06/05)
Organogold(I) phosphane complexes were prepared, their structure was investigated and their reactivity in reactions with Michael acceptors, sources of electrophilic halogens and protons were investigated.
ortho-, meta- AND para-NITROPHENYLGOLD(I) COMPLEXES
Vicente, J.,Arcas, A.,Chicote, M.T.
, p. 257 - 262 (2007/10/02)
Treatment of with (x=o, m, or p) gives anionic gold(I) complexes of the type (R=o-, m- or p-C6H4NO2, Bz=C6H5CH2).The chloro ligand in - can be replaced by bromo or iodo ligands by use of NaBr or NaI.The anions - react with neutral monodentate ligands, L, to give neutral mononuclear complexes (R=o-C6H4NO2, L=PPh3, AsPh3; R=m-C6H4NO2, L=PPh3) and with 1,2-bis(diphenylphosphino)ethane (dpe) to give (R=o-C6H4NO2).The corresponding - reacts with PPh3 or AsPh3 to give mixtures containing .The anionic ortho-nitrophenylgold(I) complex is much more stable than its meta- or para-nitrophenyl isomers.These are thought to be the first reports of nitrophenylgold(I) complexes.
