Exploring the Influence of Phosphine Ligation on the Gold-Catalyzed Hydrohydrazination of Terminal Alkynes at Room Temperature
The synthesis and/or NMR/X-ray characterization of a new series of (L)AuCl complexes is reported, featuring BippyPhos, AdJohnPhos, silyl ether based ligands including OTips-DalPhos, and PAd-DalPhos. These complexes, along with previously reported analogue
Rotta-Loria, Nicolas L.,Chisholm, Alicia J.,MacQueen, Preston M.,McDonald, Robert,Ferguson, Michael J.,Stradiotto, Mark
Ancillary ligand-free copper catalysed hydrohydrazination of terminal alkynes with NH2NH2
An efficient and selective Cu-catalysed hydrohydrazination of terminal alkynes with parent hydrazine is reported. The methodology tolerates a broad range of functional groups, allows for the synthesis of symmetrical and unsymmetrical azines, and can be extended to hydrazine derivatives and amines.
Peltier, Jesse L.,Jazzar, Rodolphe,Melaimi, Mohand,Bertrand, Guy
supporting information
p. 2733 - 2735
(2016/02/19)
Room-temperature hydrohydrazination of terminal alkynes catalyzed by saturated abnormal n-heterocyclic carbene-gold(I) complexes
A number of saturated abnormal N-heterocyclic carbene (NHC) complexes of gold, in combination with KBArF4 as activator, were successfully applied in the chemoselective addition of hydrazine to alkynes. The reaction proceeds even at r
Manzano, Ruben,Wurm, Thomas,Rominger, Frank,Hashmi, A. Stephen K.
p. 6844 - 6848
(2014/06/09)
Anti-Bredt N-heterocyclic carbene: An efficient ligand for the gold(i)-catalyzed hydroamination of terminal alkynes with parent hydrazine
An anti-Bredt N-heterocyclic carbene gold(i) chloride complex was synthesized by taking advantage of the reversible insertion of the free carbene into the NH bond of hexamethyldisilazane. This precatalyst promotes the parent hydrazine hydroamination of te
Lopez-Gomez, Maria J.,Martin, David,Bertrand, Guy
supporting information
p. 4483 - 4485
(2013/06/05)
Gold-catalyzed hydroamination of alkynes and allenes with parent hydrazine
A diverse array of nitrogen-containing compounds were formed by the addition of hydrazine to alkynes, diynes, enynes, and allenes in the presence of cationic gold(I) complexes with a cyclic (alkyl)(amino)carbene ligand (see scheme; the X-ray crystal structure of the gold-hydrazine complex is shown). This hydroamination is an ideal initial step for the preparation of acyclic and heterocyclic bulk chemicals. Dipp=2,6-diisopropylphenyl. Copyright
Kinjo, Rei,Donnadieu, Bruno,Bertrand, Guy
supporting information; experimental part
p. 5560 - 5563
(2011/07/30)
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