14243-62-0Relevant academic research and scientific papers
Synthesis of L-Au(I)-CF2H Complexes and Their Application as Transmetalation Shuttles to the Difluoromethylation of Aryl Iodides
García-Domínguez, Patricia
, p. 2923 - 2928 (2021/09/07)
We describe herein two alternative protocols to efficiently prepare difluoromethylgold(I) complexes bearing ancillary ligands with different electronic and steric properties. LAu-OX (X = H andt-Bu) species, formed in the presence of base, have been identified as intermediate complexes involved in these transformations. The application of these compounds as “CF2H transmetalation shuttles” from gold to palladium has been demonstrated in a Pd-catalyzed difluoromethylation reaction of aryl iodides, in which the Au-to-Pd transfer of “CF2H” is feasible under stoichiometric conditions. These findings will pave the way for catalytic manifolds in gold chemistry.
Synthesis and Characterization of Gold Silyl Compounds with Different Phosphine or Phosphite Groups for Reduction Reactions
Kenzler, Sebastian,Kotsch, Matthias,Schnepf, Andreas
, p. 3840 - 3848 (2018/09/06)
The synthesis and structural characterization of metalloid gold clusters stabilized by sulfur ligands has increased massively in the last decade. The metalloid gold clusters are synthesized via a reduction of a gold precursor and most metalloid gold clusters are stabilized via aryl thiolate ligands. It is also possible to use thiosilyl or phosphine groups as stabilizing ligands. Here, we present a small Au6 cluster as a possible intermediate of the formation of large metalloid clusters, together with the synthesis of a variety of defined AuI precursors that contain a phosphine or a phosphite group as well as a thiosilyl ligand, which can be further used for the synthesis of metalloid gold clusters.
Alkyne Difunctionalization by Dual Gold/Photoredox Catalysis
Tlahuext-Aca, Adrian,Hopkinson, Matthew N.,Aleyda Garza-Sanchez,Glorius, Frank
supporting information, p. 5909 - 5913 (2016/04/26)
Highly selective tandem nucleophilic addition/cross-coupling reactions of alkynes have been developed using visible-light-promoted dual gold/photoredox catalysis. The simultaneous oxidation of AuI and coordination of the coupling partner by photo-generated aryl radicals, and the use of catalytically inactive gold precatalysts allows for high levels of selectivity for the cross-coupled products without competing hydrofunctionalization or homocoupling. As demonstrated in representative arylative Meyer-Schuster and hydration reactions, this work expands the scope of dual gold/photoredox catalysis to the largest class of substrates for gold catalysts and benefits from the mild and environmentally attractive nature of visible-light activation. United we stand! Tandem nucleophilic addition/cross-coupling reactions have been developed with challenging alkynes using a visible-light-promoted dual gold/photoredox catalytic system (see scheme). High levels of selectivity for the cross-coupled products were obtained without competition from the homocoupling or conventional hydrofunctionalization.
Sequential O-H/C-H bond insertion of phenols initiated by the gold(I)-catalyzed cyclization of 1-bromo-1,5-enynes
Speck, Klaus,Karaghiosoff, Konstantin,Magauer, Thomas
supporting information, p. 1982 - 1985 (2015/04/27)
The development of a sequential O-H/C-H bond functionalization of phenols initiated by the cationic gold(I)-catalyzed cyclization of 1-bromo-1,5-enynes to produce (2-bromocyclopent-2-en-1-yl)phenols is reported. This unprecedented domino transformation efficiently proceeds under mild conditions (5 mol % of (t-Bu)3PAuNTf2, CH2Cl2, 0-23 °C) via an intermediate aryl alkyl ether which collapses at ambient temperature to undergo a 1,2-hydride shift followed by C-H insertion of the phenol.
A new gold-catalysed azidation of allenes
Hurtado-Rodrigo, Cesar,Hoehne, Stefanie,Munoz, Maria Paz
supporting information, p. 1494 - 1496 (2014/02/14)
A new gold-catalysed azidation reaction of allenes is presented as a new highly modular approach for the synthesis of substituted allyl derivatives containing nitrogen from simple precursors. This journal is The Royal Society of Chemistry.
