3002-33-3Relevant academic research and scientific papers
Transition Metal Free Nucleophilic Benzylation of Nitroarenes. Umpolung of the Friedel Crafts Reaction
Kisiel, Kacper,Brze?kiewicz, Jakub,Loska, Rafa?,M?kosza, Mieczys?aw
supporting information, p. 1641 - 1646 (2019/02/27)
Benzyl chloride and its derivatives are efficiently deprotonated with strong bases to form α-chlorocarbanions. These anions are long-lived enough to enter VNS reactions with nitroarenes or nitroheteroarenes to give a variety of unsymmetrical o- and p-nitrodiarylmethanes. Selectivity of the reaction can be controlled to some extent by changing metal counterions of the base. (Figure presented.).
Suzuki cross-coupling reaction of benzylic halides with arylboronic acids in the presence of a tetraphosphine/palladium catalyst
Chahen, Ludovic,Doucet, Henri,Santelli, Maurice
, p. 1668 - 1672 (2007/10/03)
The cis,cis,cis-1,2,3,4-tetrakis(diphenylphosphinomethyl) cyclopentane-[PdCl(C3H5)]2 system catalyses efficiently the Suzuki cross-coupling reaction of benzylic halides with arylboronic acids. A wide variety of benzylic bromides or chlorides and functionalised arylboronic acids lead selectively to the corresponding diarylmethane adducts in good yields. Furthermore, this catalyst can be used at low loading in many cases.
