436799-34-7Relevant articles and documents
Deprotonative metalation of chloro- and bromopyridines using amido-based bimetallic species and regioselectivity-computed CH acidity relationships
Snegaroff, Katia,Nguyen, Tan Tai,Marquise, Nada,Halauko, Yury S.,Harford, Philip J.,Roisnel, Thierry,Matulis, Vadim E.,Ivashkevich, Oleg A.,Chevallier, Floris,Wheatley, Andrew E. H.,Gros, Philippe C.,Mongin, Florence
experimental part, p. 13284 - 13297 (2012/02/03)
A series of chloro- and bromopyridines have been deprotometalated by using a range of 2,2,6,6-tetramethylpiperidino-based mixed lithium-metal combinations. Whereas lithium-zinc and lithium-cadmium bases afforded different mono- and diiodides after subsequent interception with iodine, complete regioselectivities were observed with the corresponding lithium-copper combination, as demonstrated by subsequent trapping with benzoyl chlorides. The obtained selectivities have been discussed in light of the CH acidities of the substrates, determined both in the gas phase and as a solution in THF by using the DFT B3LYP method.
Mixed Mg/Li amides of the type R2NMgCl·LiCl as highly efficient bases for the regioselective generation of functionalized aryl and heteroaryl magnesium compounds
Krasovskiy, Arkady,Krasovskaya, Valeria,Knochel, Paul
, p. 2958 - 2961 (2007/10/03)
(Chemical Equation Presented) Two are better than one: Mixed lithium-magnesium complexes of the type R2NMgCl·LiCl are kinetically highly active bases that convert a range of polyfunctional aromatic and heteroaromatic substrates into the corresponding magnesiated derivatives with high regioselectivity.