86409-75-8Relevant academic research and scientific papers
NICKEL PRE-CATALYSTS AND RELATED COMPOSITIONS AND METHODS
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Page/Page column 27, (2015/05/26)
Described herein are nickel pre-catalysts and related compositions and methods. The nickel pre-catalysts may be activated to form catalysts which may be utilized in organic reactions.
Simplifying nickel(0) catalysis: An air-stable nickel precatalyst for the internally selective benzylation of terminal alkenes
Standley, Eric A.,Jamison, Timothy F.
supporting information, p. 1585 - 1592 (2013/03/14)
The synthesis and characterization of the air-stable nickel(II) complex trans-(PCy2Ph)2Ni(o-tolyl)Cl is described in conjunction with an investigation of its use for the Mizoroki-Heck-type, room temperature, internally selective coupling of substituted benzyl chlorides with terminal alkenes. This reaction, which employs a terminal alkene as an alkenylmetal equivalent, provides rapid, convergent access to substituted allylbenzene derivatives in high yield and with regioselectivity greater than 95:5 in nearly all cases. The reaction is operationally simple, can be carried out on the benchtop with no purification or degassing of solvents or reagents, and requires no exclusion of air or water during setup. Synthesis of the precatalyst is accomplished through a straightforward procedure that employs inexpensive, commercially available reagents, requires no purification steps, and proceeds in high yield.
Nickel-catalyzed heck-type reactions of benzyl chlorides and simple olefins
Matsubara, Ryosuke,Gutierrez, Alicia C.,Jamison, Timothy F.
supporting information; experimental part, p. 19020 - 19023 (2011/12/21)
Nickel-catalyzed intermolecular benzylation and heterobenzylation of unactivated alkenes to provide functionalized allylbenzene derivatives are described. A wide range of both the benzyl chloride and alkene coupling partners are tolerated. In contrast to analogous palladium-catalyzed variants of this process, all reactions described herein employ electronically unbiased aliphatic olefins (including ethylene), proceed at room temperature, and provide 1,1-disubstituted olefins over the more commonly observed 1,2-disubstituted olefins with very high selectivity.
A Convergent Method for the Stereoselective Synthesis of Trisubstituted Alkenes
Martin, Stephen F.,Daniel, Dilon,Cherney, Robert J.,Liras, Spiros
, p. 2523 - 2525 (2007/10/02)
A method for the stereoselective, convergent synthesis of trisubstituted alkenes has been developed.The procedure features the synthesis of allylic alcohols 9 by coupling an aldehyde with a vinyl organometallic reagent.Treatment of 9 with carbon disulfide
