17557-09-4Relevant articles and documents
Delocalized Dicarbanions and Higher Delocalized Carbanions
Bates, Robert B.,Hess, B. Andes,Ogle, Craig A.,Schaad, L.J.
, p. 5052 - 5058 (1981)
Simple routes to four new dianions with high resonance energy per atom (REPA) and improved preparations for several other di- and trianions are given.REPA is calculated for delocalized dicarbanions and higher delocalized carbanions which have been prepare
Murahashi Cross-Coupling at ?78 °C: A One-Pot Procedure for Sequential C?C/C?C, C?C/C?N, and C?C/C?S Cross-Coupling of Bromo-Chloro-Arenes
Sinha, Narayan,Heijnen, Dorus,Feringa, Ben L.,Organ, Michael G.
supporting information, p. 9180 - 9184 (2019/07/04)
The coupling of organolithium reagents, including strongly hindered examples, at cryogenic temperatures (as low as ?78 °C) has been achieved with high-reactivity Pd-NHC catalysts. A temperature-dependent chemoselectivity trigger has been developed for the selective coupling of aryl bromides in the presence of chlorides. Building on this, a one-pot, sequential coupling strategy is presented for the rapid construction of advanced building blocks. Importantly, one-shot addition of alkyllithium compounds to Pd cross-coupling reactions has been achieved, eliminating the need for slow addition by syringe pump.
The Metallation-Elimination Reaction, II. Monocyclic Anions and Polyanions
Wilhelm, Dieter,Clark, Timothy,Friedl, Thomas,Schleyer, Paul von Rague
, p. 751 - 760 (2007/10/02)
Equimolar mixtures of n-butyllithium and potassium tert-amyloxide effect metallation and metal hydride elimination of cyclic olefins directly to give conjugated anions and polyanions in a single operation. 1-Methyl-1-cycloalkenes or methylenecycloalkanes are particularly well suited and give highly unsaturated products.Odd-membered rings eliminate better than their even-membered counterparts, and eight-membered rings eliminate particularly slowly.Reactions with methyl iodide and trimethylsilyl chloride proceed smoothly in high yield.