103384-71-0Relevant articles and documents
Electrochemically Induced Aromatic Substitution. The 2-Nitropropane Anion, a Powerful Nucleophile in SRN1 Aromatic Substitution
Amatore, Christian,Gareil, Monique,Oturan, Mehmet A.,Pinson, Jean,Saveant, Jean-Michel,Thiebault, Andre
, p. 3757 - 3761 (1986)
In contrast with previous reports, the 2-nitropropane anion reacts readily with aryl radicals in the context of aromatic SRN1 processes.This is shown in the examples of 4-bromobenzophenone and iodobenzene under electrochemical stimulation.The substitution products do not, however, result from the simple addition of the 2-nitropropyl anion on the aryl radical.The ensuing anion radical is indeed unstable, cleaving off a nitrite ion and thus leading to the cumene derivative as the main substitution product.Comparison of reactivity with diethyl phosphite and thiophenoxide ions shows that the 2- nitropropane anion is a quite powerful nucleophile in aromatic SRN1 reactions.
Suzuki cross-coupling reactions between alkenylboronic acids and aryl bromides catalysed by a tetraphosphane-palladium catalyst
Peyroux, Eugenie,Berthiol, Florian,Doucet, Henri,Santelli, Maurice
, p. 1075 - 1082 (2007/10/03)
A range of alkenylboronic acids undergo Suzuki cross-coupling with aryl bromides in good yields in the presence of [PdCl(C3H 5)]2/cis,cis,cis-1,2,3,4-tetrakis[(diphenylphosphanyl) methyl]cyclopentane as a catalyst. A wide variety of 1-arylprop-1-enes, 2-arylprop-1-enes, 2-arylbut-1-enes and 1,1-diarylethylene or styrene derivatives have been prepared. Moreover, the reaction tolerates several functions, such as acetyl, formyl, nitrile or nitro. Furthermore, this catalyst can be used at low loading, even for reactions of sterically hindered substrates. Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2004.
