Formation of carbon-carbon bonds by oxidative-addition reactions to the iridium complex trans-MeIr(CO)[P(p-tolyl)3]2

1991 ◽  
Vol 10 (10) ◽  
pp. 3525-3529 ◽  
Author(s):  
Jeffrey S. Thompson ◽  
Jim D. Atwood
Keyword(s):  
Oxidative Addition ◽  
Iridium Complex ◽  
Addition Reactions ◽  
Carbon Carbon Bonds ◽  
Carbon Bonds

Die oxidative Addition von NickeI(0)-KompIexen an Kohlenstoff-Kohlenstoff-Bindungen im Cyclobutadien. Zur Frage der Überführbarkeit von Cyclobutadien-Nickel(O)-Komplexen in Nickelaringe / Oxidative Addition of Nickel(O) Complexes to Carbon-Carbon Bonds in Cyclobutadiene. The Question of the Interconvertibility of Cyclobutadiene-nickel(O) Complexes and the Nickelaring Systems

1985 ◽  
Vol 40 (5) ◽  
pp. 624-635 ◽  
Author(s):  
John J. Eisch ◽  
Andrzej M. Piotrowski ◽  
Allen A. Aradi ◽  
Carl Krüger ◽  
Maria J. Romão
Keyword(s):  
Spectral Data ◽  
Structure Determination ◽  
Oxidative Addition ◽  
Subsequent Treatment ◽  
X Ray ◽  
X Ray Crystallography ◽  
Carbon Carbon Bonds ◽  
Elemental Analyses ◽  
Carbon Bonds

Abstract Bis(triethylphosphine)(η4-tetraphenylcyclobutadiene)nickel (4) was synthesized by the reduction of (η4-tetraphenylcyclobutadiene)nickel(II)bromide (3) with t-butyllithium in the presence of Et3P, and its structure was determined by X-ray crystallography. Furthermore, its reactivity towards CO, CH3CO2H, PhC≡CPh, LiAlH4 and O2 were investigated. 1,1-Bis(triethylphos-phine)-2,3,4,5-tetraphenylnickelole (14) was synthesized from (E,E)-1,4-dilithio-1,2,3,4-tetraphenyl-1,3-butadiene (15) and bis(triethylphosphine)nickel(II)bromide. Since the resulting crystals of the nickelole were not suitable for X-ray structure determination, the compound was characterized by elemental analyses, spectral data and carbonylation to yield tetraphenylcyclo-pentadienone (6).Analogous reductions of (η4 -tetraphenylcyclobutadiene)nickel(II)bromide (3) in the presence of Ph3P or Ph2PCH2CH2PPh2 , followed by carbonylation, led to 6 in 40% yield, demonstrating that about half of the cyclobutadiene rings in 3 undergo cleavage upon reduction to give the nickelole.Reactions of the dilithium reagent 15 with NiBr2 complexed with Me2PCH2CH2PMe2 ,Ph3P or Et2PCH2CH2PEt2 , led to the formation of thermolabile nickeloles, as demonstrated by carbonylàtion which yielded 6. Warming of the nickeloles and subsequent treatment with CH3CO2H led to the formation of 1,2,3,4,5,6,7,8-octaphenyl-1,3,5,7-octatetraene (8) and, in one case, octaphenyl-cyclooctatetraene (5).The relevance of these findings to the mechanism of the Reppe nickel-catalyzed oligomerization of alkynes is discussed.

Oxidative Addition of Carbon-Carbon Bonds to Gold

2015 ◽  
Vol 127 (17) ◽  
pp. 5325-5329 ◽  
Author(s):  
Maximilian Joost ◽  
Laura Estévez ◽  
Karinne Miqueu ◽  
Abderrahmane Amgoune ◽  
Didier Bourissou
Keyword(s):  
Oxidative Addition ◽  
Carbon Carbon Bonds ◽  
Carbon Bonds

scholarly journals Oxidative Addition of Carbon–Carbon Bonds with a Redox-Active Bis(imino)pyridine Iron Complex

2012 ◽  
Vol 134 (41) ◽  
pp. 17125-17137 ◽  
Author(s):  
Jonathan M. Darmon ◽  
S. Chantal E. Stieber ◽  
Kevin T. Sylvester ◽  
Ignacio Fernández ◽  
Emil Lobkovsky ◽  
...  
Keyword(s):  
Oxidative Addition ◽  
Iron Complex ◽  
Redox Active ◽  
Carbon Carbon Bonds ◽  
Carbon Bonds

Oxidative Addition of Carbon-Carbon Bonds to Gold

2015 ◽  
Vol 54 (17) ◽  
pp. 5236-5240 ◽  
Author(s):  
Maximilian Joost ◽  
Laura Estévez ◽  
Karinne Miqueu ◽  
Abderrahmane Amgoune ◽  
Didier Bourissou
Keyword(s):  
Oxidative Addition ◽  
Carbon Carbon Bonds ◽  
Carbon Bonds

scholarly journals Diastereoselective and enantioselective conjugate addition reactions utilizing α,β-unsaturated amides and lactams

2015 ◽  
Vol 11 ◽  
pp. 530-562 ◽  
Author(s):  
Katherine M Byrd
Keyword(s):  
Natural Products ◽  
Addition Reaction ◽  
Conjugate Addition ◽  
Addition Reactions ◽  
Pharmacological Agents ◽  
Carbon Carbon Bonds ◽  
Carbon Bonds

The conjugate addition reaction has been a useful tool in the formation of carbon–carbon bonds. The utility of this reaction has been demonstrated in the synthesis of many natural products, materials, and pharmacological agents. In the last three decades, there has been a significant increase in the development of asymmetric variants of this reaction. Unfortunately, conjugate addition reactions using α,β-unsaturated amides and lactams remain underdeveloped due to their inherently low reactivity. This review highlights the work that has been done on both diastereoselective and enantioselective conjugate addition reactions utilizing α,β-unsaturated amides and lactams.

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