34508-75-3Relevant articles and documents
Two Faces of the Same Coin: Coupling X-Ray Absorption and NMR Spectroscopies to Investigate the Exchange Reaction Between Prototypical Cu Coordination Complexes
Busato, Matteo,Cenesi, Flavia,D'Angelo, Paola,Del Giudice, Daniele,Di Berto Mancini, Marika,Di Stefano, Stefano,Frateloreto, Federico,Lanzalunga, Osvaldo,Oliveira De Souza, Danilo,Tavani, Francesco
supporting information, (2021/12/22)
The satisfactory rationalization of complex reactive pathways in solution chemistry may greatly benefit from the combined use of advanced experimental and theoretical complementary methods of analysis. In this work, we combine X-Ray Absorption and 1H NMR spectroscopies with state-of-the-art Multivariate Curve Resolution and theoretical analyses to gain a comprehensive view on a prototypical reaction involving the variation of the oxidation state and local structure environment of a selected metal ion coordinated by organic ligands. Specifically, we investigate the 2-cyano-2-phenylpropanoic acid reduction of the octahedral complex established by the Cu2+ ion with terpyridine to the tetrahedral complex formed by Cu+ and neocuproine. Through our interdisciplinary approach we gain insights into the nature, concentration time evolution and structures of the key metal (XAS measurements) and organic (1H NMR measurements) species under reaction. We believe our method may prove to be useful in the toolbox necessary to understand the mechanisms of reactive processes of interest in solution.
Metalated nitriles: Organolithium, -magnesium? and -copper exchange of α-halonitriles
Fleming, Fraser F.,Zhang, Zhiyu,Liu, Wang,Knochel, Paul
, p. 2200 - 2205 (2007/10/03)
(Chemical Equation Presented) α-Halonitriles react with alkyllithium, organomagnesium, and lithium dimethylcuprate reagents generating reactive, metalated nitriles. The rapid halogen-metal exchange with alkyllithium and Grignard reagents allows selective exchange in the presence of reactive carbonyl electrophiles, including aldehydes, providing a high-yielding alkylation protocol. Lithiated and magnesiated nitriles react with propargyl bromide by SN2 displacement whereas organocopper nitriles react by S N2′ displacement, correlating with the formation of a C-metalated nitrile.
Oxidative nucleophilic substitution of hydrogen in nitrobenzene with 2-phenylpropionitrile carbanion and potassium permanganate oxidant
Makosza, Mieczyslaw,Stalinski, Krzysztof,Klepka, Cezary
, p. 837 - 838 (2007/10/03)
The carbanion of 2-phenylpropionitrile adds to nitrobenzene in the p-position in liquid ammonia to give the relative stable σH-adduct which is oxidised with KMnO4 to 2-phenyl-2-(4-nitrophenyl)propionitrile; the relationships of rates of various reactions in these systems are estimated.
