1024586-00-2Relevant academic research and scientific papers
Ligand-induced reactivity of β-diketiminate magnesium complexes for regioselective functionalization of fluoroarenes: Via C-H or C-F bond activations
Davin, Laia,McLellan, Ross,Kennedy, Alan R.,Hevia, Eva
, p. 11650 - 11653 (2017)
Using β-diketiminate Mg(ii) complexes containing either alkyl, aryl or amide groups, the regioselective functionalization of a wide range of fluoroarenes is accomplished but in uniquely different ways. Overcoming common limitations of traditional s-block bases, kinetically activated [(DippNacnac)Mg(TMP)] (1) deprotonates these molecules at room temperature, trapping sensitive fluoroaryl anions that can then engage in Negishi cross-coupling; whereas [(DippNacnac)Mg(R)THF] (R = nBu, Ph, benzofuryl) have proved to be effective reagents for C-F bond alkylation/arylation via pyridine directed C-F bond cleavage.
Revisitation of Organoaluminum Reagents Affords a Versatile Protocol for C-X (X = N, O, F) Bond-Cleavage Cross-Coupling: A Systematic Study
Ogawa, Hiroyuki,Yang, Ze-Kun,Minami, Hiroki,Kojima, Kumiko,Saito, Tatsuo,Wang, Chao,Uchiyama, Masanobu
, p. 3988 - 3994 (2017/06/19)
A revisit of organoaluminum reagents for cross-coupling reactions has opened up several types of C-C bond formation protocols through cleavage of phenolic/alcoholic C-O and C-F and ammonium C-N bonds. Catalyzed by the commercially available NiCl2(PCy3)2 catalyst, these reactions proceed smoothly with a wide range of substrates and broad functional group compatibility, providing a versatile methodology for organoaluminum-mediated cross-coupling processes.
Noncatalytic pyridyl-directed alkylation and arylation carbon-fluorine bond of polyfluoroarenes with grignard reagents
Xiong, Yang,Wu, Jingjing,Xiao, Senhan,Xiao, Juan,Cao, Song
, p. 4599 - 4603 (2013/06/05)
Cross-coupling reaction of polyfluoroarenes with Grignard reagents via pyridine-directed cleavage of C-F bond in the absence of metal catalysts was developed. A possible mechanism was suggested.
Iron-catalyzed direct arylation through directed C-H bond activation
Norinder, Jakob,Matsumoto, Arimasa,Yoshikai, Naohiko,Nakamura, Eiichi
, p. 5858 - 5859 (2008/09/19)
An iron-catalyzed C-C bond formation reaction of a nitrogen-containing aromatic compound with an arylzinc reagent takes place at 0 °C in a good to quantitative yield. The reaction involves a C-H bond activation directed by a neighboring nitrogen atom. The important additives in this reaction are 1,10-phenanthroline, tetramethylethylenediamine, and 1,2-dichloro-2-methylpropane, in the absence of which a very low product yield was observed. Copyright
