13950-58-8Relevant articles and documents
Cyclobutadiene cobalt complexes as catalysts for insertion of diazo compounds into X–H bonds
Perekalin, Dmitry S.,Shvydkiy, Nikita V.
, p. 350 - 351 (2021/06/07)
Novel cyclobutadiene cobalt complex with labile naphthalene ligand [(C4Et4)Co(C10H8)]PF6 catalyzes the insertion of ethyl diazoacetate into X–H bonds giving the corresponding products in 15–75% yields
Silver-catalyzed silicon-hydrogen bond functionalization by carbene insertion
Iglesias, M. Jose,Nicasio, M. Carmen,Caballero, Ana,Perez, Pedro J.
, p. 1191 - 1195 (2013/02/23)
The catalytic functionalization of silicon-hydrogen bonds by means of the insertion of carbene units:CHCO2Et from ethyl diazoacetate (EDA) has been achieved using a silver-based catalyst, constituting the first example of this metal to promote this transformation. Competition experiments have revealed that the relative reactivity of substituted silanes depends on the bond dissociation energy of the Si-H bond (tertiary > secondary > primary for ethyl substituted). In the presence of bulky substituents such order reverts to secondary > primary ≈ tertiary (for phenyl substituted). Screening with other diazo compounds has shown that N2C(Ph)CO2Et displays similar reactivity to that of EDA, whereas other N2C(R)CO 2Et (R = Me, CO2Et) gave lower conversions. The Royal Society of Chemistry 2013.
A New and General Synthesis of α-Silyl Carbonyl Compounds by Si-H Insertion from Transition Metal Catalyzed Reactions of Diazo Esters and Diazo Ketones
Bagheri, Vahid,Doyle, Michael P.,Taunton, Jack,Claxton, E. Elizabeth
, p. 6158 - 6160 (2007/10/02)
α-Silyl esters and α-silyl ketones are formed in high yield by Rh2(OAc)4- or Cu(acac)2-catalyzed decomposition of diazo esters and diazo ketones in the presence of organosilanes.
