Remote Substitution onN-Heterocyclic Carbenes Heightens the Catalytic Reactivity of Their Palladium Complexes

2011 ◽  
Vol 30 (19) ◽  
pp. 5123-5132 ◽  
Author(s):  
Benjamin R. Dible ◽  
Ryan E. Cowley ◽  
Patrick L. Holland
Keyword(s):  
Palladium Complexes ◽  
Heterocyclic Carbenes ◽  
Catalytic Reactivity

Synthesis of Palladium complexes derived from Amido linked N‐Heterocyclic Carbenes and their use in Suzuki cross coupling reactions

2021 ◽  
Author(s):  
Rohit Singh Chauhan ◽  
Suryakant Nagar ◽  
Sucheta Chatterjee ◽  
Dibakar Goswami ◽  
David B. Cordes ◽  
...  
Keyword(s):  
Cross Coupling ◽  
Palladium Complexes ◽  
Heterocyclic Carbenes ◽  
Coupling Reactions ◽  
Cross Coupling Reactions

Convenient Synthetic Route to Palladium Complexes of Unconventional N-Heterocyclic Carbenes Derived from Pyridazine and Phthalazine

2012 ◽  
Vol 31 (24) ◽  
pp. 8537-8543 ◽  
Author(s):  
Tongxun Guo ◽  
Sebastian Dechert ◽  
Steffen Meyer ◽  
Franc Meyer
Keyword(s):  
Palladium Complexes ◽  
Heterocyclic Carbenes ◽  
Synthetic Route

Allyl palladium complexes bearing carbohydrate‐based N ‐heterocyclic carbenes: Anticancer agents for selective and potent in vitro cytotoxicity

2020 ◽  
Vol 34 (10) ◽  
Author(s):  
Thomas Scattolin ◽  
Enrica Bortolamiol ◽  
Flavio Rizzolio ◽  
Nicola Demitri ◽  
Fabiano Visentin
Keyword(s):  
Anticancer Agents ◽  
In Vitro Cytotoxicity ◽  
Palladium Complexes ◽  
Heterocyclic Carbenes

Palladium Complexes of N-Heterocyclic Carbenes as Catalysts for Cross-Coupling Reactions—A Synthetic Chemist's Perspective

2007 ◽  
Vol 46 (16) ◽  
pp. 2768-2813 ◽  
Author(s):  
Eric Assen B. Kantchev ◽  
Christopher J. O'Brien ◽  
Michael G. Organ
Keyword(s):  
Cross Coupling ◽  
Palladium Complexes ◽  
Heterocyclic Carbenes ◽  
Coupling Reactions ◽  
Cross Coupling Reactions

A simple access to palladium complexes of functionalized heterocyclic carbenes

2001 ◽  
Vol 626 (1-2) ◽  
pp. 100-105 ◽  
Author(s):  
H Glas
Keyword(s):  
Palladium Complexes ◽  
Heterocyclic Carbenes

Palladium complexes of anionic N-heterocyclic carbenes derived from sydnones in catalysis

2016 ◽  
Vol 71 (6) ◽  
pp. 643-650 ◽  
Author(s):  
Ana-Luiza Lücke ◽  
Sascha Wiechmann ◽  
Tyll Freese ◽  
Zong Guan ◽  
Andreas Schmidt
Keyword(s):  
Boronic Acid ◽  
Palladium Complex ◽  
Palladium Complexes ◽  
Heterocyclic Carbenes ◽  
Phenyl Boronic Acid

AbstractThe anion of N-phenylsydnone, which can be generated on treatment of N-phenylsydnone with cyanomethyllithium without decomposition, can be represented as tripolar zwitterionic and as anionic N-heterocyclic carbene resonance forms. Its palladium complex was prepared from 4-bromo-3-phenylsydnone and tetrakis(triphenylphosphine)palladium and proved to be active as catalyst in Suzuki-Miyaura reactions. Thus, 2,5-dibromo-3,4-dinitrothiophene was effectively converted into 2,5-diaryl-3,4-dinitrothiophenes with 1-naphthyl, (4-trifluoromethoxy)phenyl, [4-(methylsulfanyl)phenyl], and biphenyl-4-yl boronic acid. 3-(Phenanthren-9-yl)quinoline was prepared by Suzuki-Miyaura reaction starting from 3-bromoquinoline. 1-Chloro-2,4-dinitrobenzene cross-coupled with phenyl boronic acid, 1-naphthyl boronic acid, 9-phenanthryl boronic acid. 4-Bromobenzylic alcohol gave (4-isopropylphenyl)methanol on sydnone-palladium complex-catalyzed reaction with isopropyl boronic acid.

Palladium Complexes of N-Heterocyclic Carbenes as Catalysts for Cross-Coupling Reactions — A Synthetic Chemist′s Perspective

ChemInform ◽  
2007 ◽  
Vol 38 (28) ◽  
Author(s):  
Eric Assen B. Kantchev ◽  
Christopher J. O'Brien ◽  
Michael G. Organ
Keyword(s):  
Cross Coupling ◽  
Palladium Complexes ◽  
Heterocyclic Carbenes ◽  
Coupling Reactions ◽  
Cross Coupling Reactions ◽  
Synthetic Chemist

scholarly journals Nickel and palladium complexes of enolatefunctionalised N-heterocyclic carbenes

2010 ◽  
Vol 8 (5) ◽  
pp. 992-998 ◽  
Author(s):  
Saravanakumar Shanmuganathan ◽  
Olaf Kühl ◽  
Peter Jones ◽  
Joachim Heinicke
Keyword(s):  
Crystal Structure ◽  
Ionic Liquid ◽  
Nickel Complexes ◽  
Palladium Complexes ◽  
Heterocyclic Carbenes ◽  
Ethylene Oligomerization ◽  
Pure Form ◽  
Chloride Crystal ◽  
In Situ Techniques

AbstractThe reaction of chloroethyltrimethylsilylether with 1-methylimidazole furnishes an ionic liquid that undergoes methanolysis to crystalline 2-hydroxyethylimidazolium chloride (crystal structure presented). Conversion to defined hydroxyethylimidazol-2-ylidene nickel complexes failed, but was accomplished with 1-methyl-3-acetophenyl-imidazolium bromide. The bis(NHC⋂O−) nickel(II) chelate is formed, rather than a methallylnickel monochelate, but with nickelocene a monochelate NiCp complex was detected. The bulky 1-(2,6-diisopropylphenyl)-3-(2’-phenyl-enolato)-imidazol-2-ylidene allylpalladium chloride was obtained in pure form. Attempts to generate catalysts for ethylene oligomerization by in situ techniques have failed so far whereas P⋂O− ligands, comparable by the P-C diagonal relationship, provide active catalysts.

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