41468-01-3Relevant academic research and scientific papers
A deacetylation-diazotation-coupling sequence: Palladium-catalyzed C-C bond formation with acetanilides as formal leaving groups
Schmidt, Bernd,Berger, Rene
, p. 463 - 476 (2013/05/08)
Acetanilides can be deacetylated and diazotized in situ, and subsequently used in Pd-catalyzed coupling reactions without isolation of the diazonium intermediate. Heck reactions, Suzuki crosscoupling reactions, and a Pd-catalyzed [2+2+1] cycloaddition hav
Vinyldisiloxanes: Their synthesis, cross coupling and applications
Sore, Hannah F.,Boehner, Christine M.,Laraia, Luca,Logoteta, Patrizia,Prestinari, Cora,Scott, Matthew,Williams, Katharine,Galloway, Warren R. J. D.,Spring, David R.
, p. 504 - 515 (2011/03/17)
During the studies towards the development of pentafluorophenyldimethylsilanes as a novel organosilicon cross coupling reagent it was revealed that the active silanolate and the corresponding disiloxane formed rapidly under basic conditions. The discovery that disiloxanes are in equilibrium with the silanolate led to the use of disiloxanes as cross coupling partners under fluoride free conditions. Our previous report focused on the synthesis and base induced cross coupling of aryl substituted vinyldisiloxanes with aryl halides; good yields and selectivities were achieved. As a continuation of our research, studies into the factors which influence the successful outcome of the cross coupling reaction with both alkyl and aryl substituted vinyldisiloxanes were examined and a proposed mechanism discussed. Further investigation into expanding the breadth and diversity of substituted vinyldisiloxanes in cross coupling was explored and applied to the synthesis of unsymmetrical trans-stilbenes and cyclic structures containing the trans-alkene architecture.
Fluoride-free cross coupling using vinyldisiloxanes
Sore, Hannah F.,Boehner, Christine M.,MacDonald, Simon J. F.,Norton, David,Fox, David J.,Spring, David R.
supporting information; experimental part, p. 1068 - 1071 (2009/05/30)
Vinyldisiloxanes equilibrate with the corresponding silanolates under basic conditions and subsequently undergo palladium catalysed cross coupling with aryl/heteroaryl iodides and bromides. The Royal Society of Chemistry 2009.
