52829-83-1Relevant academic research and scientific papers
From Dimethylamine to Pyrrolidine: The Development of an Improved Nickel Pincer Complex for Cross-Coupling of Nonactivated Secondary Alkyl Halides
Perez Garcia, Pablo M.,Di Franco, Thomas,Epenoy, Alexandre,Scopelliti, Rosario,Hu, Xile
, p. 258 - 261 (2016/01/12)
Replacement of a dimethyl amino group of the amidobis(amine) nickel(II) pincer complex (1), [(MeN2N)Ni-Cl], by a pyrrolidino group resulted in a new nickel(II) pincer complex (2), [(PyrNMeNN)Ni-Cl]. Complex 2 is an efficient catalyst for Kumada and Suzuki-Miyaura cross-coupling of nonactivated secondary alkyl halides, while complex 1 is largely inactive. The significant activity difference is tentatively attributed to a minimal structural difference, which leads to a more hemilabile ligand.
IONIC ALKYLATION OF TERTIARY ALKYL HALIDES WITH TETRAALKYLSILANES
Bolestova, G. I.,Parnes, Z. N.
, p. 32 - 36 (2007/10/02)
In the reaction of tertiary alkyl halides with tetraethyl-, tetrapropyl-, tetrabutyl-, and tetraamylsilane in the presence of AlX3 the halogen atom is substituted by the alkyl group with the formation of the corresponding saturated hydrocarbons containing a quaternary carbon atom.As a result of the hydride mobility of the β-hydrogen atom in the tetraalkylsilane ionic hydrogenolysis of the substrate occurs in addition to alkylation, and the degree of hydrogenolysis depends on the alkyl substituent in the silane.
Lewis Acid Mediated Reactions of Organocopper Reagents. Entrainment in the Conjugate Addition to α,β-Unsaturated Ketones, Esters, and Acids via the RCu*BF3 System
Yamamoto, Yoshinori,Yamamoto, Sinichi,Yatagai, Hidetaka,Ishihara, Yuji,Maruyama, Kazuhiro
, p. 119 - 126 (2007/10/02)
Lewis acid mediated reactions of organocopper reagents with various kinds of α,β-unsaturated carbonyl derivatives are described.RCu*BF3, as well as RCu-other Lewis acid systems, is useful for the conjugate addition to the α,β-unsaturated ketones and esters, whose double bonds are sterically crowded.Certain α,β-unsaturated carboxylic acids also undergo a 1,4-addition through this reagent.Methyl sorbate undergos a 1,4-addition via BuCu*BF3, while undergoing a 1,6-α,δ-addition via Bu2CuLi.BuCu*BF3 reacts more readily with an aldehyde than with a ketone; the degree of chemoselectivity is greater than that of Bu2CuLi, BuLi, or BuMgBr.The R2CuLi-BF3 system is useful for the double alkylation of α,β-unsaturated esters at the β-position and the carbonyl center.Stereochemical aspects of these new copper reagents are also reported.
