Sterically Demanding, Sulfonated, Triarylphosphines: Application to Palladium-Catalyzed Cross-Coupling, Steric and Electronic Properties, and Coordination Chemistry

2008 ◽  
Vol 27 (4) ◽  
pp. 576-593 ◽  
Author(s):  
Lucas R. Moore ◽  
Elizabeth C. Western ◽  
Raluca Craciun ◽  
Jason M. Spruell ◽  
David A. Dixon ◽  
...  
Keyword(s):  
Coordination Chemistry ◽  
Electronic Properties ◽  
Cross Coupling ◽  
Sterically Demanding ◽  
Palladium Catalyzed

Facile Buchwald–Hartwig coupling of sterically encumbered substrates effected by PNP ligands

2019 ◽  
Vol 48 (8) ◽  
pp. 2730-2734 ◽  
Author(s):  
Neha Kathewad ◽  
Anagha M. C. ◽  
Nasrina Parvin ◽  
Sneha Parambath ◽  
Pattiyil Parameswaran ◽  
...  
Keyword(s):  
Good Yield ◽  
Cross Coupling ◽  
Sterically Demanding ◽  
Palladium Catalyzed

We employed Ph2PN(Ar)PPh2 ligands for the palladium catalyzed C–N cross coupling of a variety of sterically demanding substrates and isolated very good yield of coupling products.

ChemInform Abstract: Palladium-Catalyzed Cross-Coupling of Sterically Demanding Boronic Acids with α-Bromocarbonyl Compounds.

ChemInform ◽  
2012 ◽  
Vol 43 (6) ◽  
pp. no-no
Author(s):  
Bettina Zimmermann ◽  
Wojciech I. Dzik ◽  
Thomas Himmler ◽  
Lukas J. Goossen
Keyword(s):  
Cross Coupling ◽  
Boronic Acids ◽  
Sterically Demanding ◽  
Palladium Catalyzed

Porphyrinic assemblies of pyridine-containing macrocycles

2005 ◽  
Vol 09 (11) ◽  
pp. 794-802 ◽  
Author(s):  
Katie Campbell ◽  
Robert McDonald ◽  
Rik R. Tykwinski
Keyword(s):  
Electronic Properties ◽  
Cross Coupling ◽  
Palladium Catalyzed ◽  
Ruthenium Porphyrin

Using a combination of palladium-catalyzed cross-coupling and copper-catalyzed homocoupling reactions, two pyridine-containing macrocycles with varying pendant substitution were constructed. Their synthesis and subsequent coordination to a ruthenium porphyrin is described. In addition to synthetic details and characterization, an examination of their electronic properties is provided.

Palladium-Catalyzed C–P Cross-Coupling between (Het)aryl Halides and Secondary Phosphine Oxides

Synthesis ◽  
2019 ◽  
Vol 51 (11) ◽  
pp. 2379-2386 ◽  
Author(s):  
Gladis Zakirova ◽  
Dmitrii Mladentsev ◽  
Nataliya Borisova
Keyword(s):  
Electronic Properties ◽  
Heterocyclic Compounds ◽  
Cross Coupling ◽  
Secondary Phosphine ◽  
Phosphine Oxides ◽  
Tertiary Phosphine ◽  
Reaction Conditions ◽  
Efficient Procedure ◽  
Palladium Catalyzed ◽  
Tertiary Alkyl

An efficient procedure for C–P bond formation via the palladium-catalyzed [Pd(OAc)2/dppf/Cs2CO3] reaction between dichloroheterocycles and secondary phosphine oxides was developed. The steric and electronic properties of substituents were varied to establish the scope and limitations of the method developed. By applying these conditions, a variety of new heterocyclic compounds bearing two tertiary phosphine oxides were successfully synthesized in moderate to excellent yields. After adjustments to the reaction conditions [Pd(OAc)2/dippf/t-BuOK], cross-coupling of secondary phosphine oxides with bulky (secondary or tertiary alkyl) substituents on the phosphorus atom was achieved. Extension of the methodology to monohalohetarenes and monohaloarenes was successfully carried out; once again, the steric and electronic properties of the halides were varied widely. The desired reaction occurred in all cases studied, giving high to excellent yields of product regardless of the nature and positions of substituents.

Palladium-Catalyzed Cross-Coupling of Sterically Demanding Boronic Acids with α-Bromocarbonyl Compounds

2011 ◽  
Vol 76 (19) ◽  
pp. 8107-8112 ◽  
Author(s):  
Bettina Zimmermann ◽  
Wojciech I. Dzik ◽  
Thomas Himmler ◽  
Lukas J. Goossen
Keyword(s):  
Cross Coupling ◽  
Boronic Acids ◽  
Sterically Demanding ◽  
Palladium Catalyzed
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