Exploiting Noninnocent (E,E)-Dibenzylideneacetone (dba) Effects in Palladium(0)-Mediated Cross-Coupling Reactions: Modulation of the Electronic Properties of dba Affects Catalyst Activity and Stability in Ligand and Ligand-Free Reaction Systems

2006 ◽  
Vol 12 (34) ◽  
pp. 8750-8761 ◽  
Author(s):  
Ian J. S. Fairlamb ◽  
Anant R. Kapdi ◽  
Adam F. Lee ◽  
Gerard P. McGlacken ◽  
Felix Weissburger ◽  
...  
Synthesis ◽  
2017 ◽  
Vol 49 (15) ◽  
pp. 3269-3280 ◽  
Author(s):  
Tobias Parchomyk ◽  
Konrad Koszinowski

Iron-catalyzed cross-coupling reactions provide a promising way to form new carbon–carbon bonds and build up molecular complexity. This short review presents recent advances in the synthetic application of these reactions as well as in the elucidation of their mechanism. It also highlights remaining problems and aims at pointing out ways toward possible remedies.1 Introduction2 Synthesis: Recent Accomplishments and Unsolved Problems2.1 Substrate Scope: Electrophiles2.2 Substrate Scope: Nucleophiles2.3 Catalyst Activity and Chemoselectivity2.4 Stereoselectivity2.5 Practical Aspects3 Mechanism: Recent Insights and Open Questions3.1 Transmetallation and Activation of the Iron Precatalyst3.2 Coupling via Oxidative Addition and Reductive Elimination3.3 Coupling via C–X Bond Homolysis and Radical Rebound3.4 Coupling via Bimolecular C–X Bond Homolysis3.5 Other Reactions of Organoiron Species with Electrophiles4 Toward Rational Reaction Improvement5 Conclusion


2011 ◽  
Vol 7 ◽  
pp. 886-891 ◽  
Author(s):  
K Harsha Vardhan Reddy ◽  
V Prakash Reddy ◽  
A Ashwan Kumar ◽  
G Kranthi ◽  
YVD Nageswar

Potassium thiocyanate acts as an efficient sulfur surrogate in C–S cross-coupling reactions mediated by recyclable copper oxide nanoparticles under ligand free conditions. This protocol avoids foul smelling thiols, for the synthesis of a variety of symmetrical diaryl sulfides, via the cross-coupling of different aryl halides with potassium thiocyanate, affording corresponding products in moderate to excellent yields.


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