32947-58-3Relevant articles and documents
Structural elucidation of thermolysis products of methyl N-methyl-N-nitrosoanthranilate
Miltojevi?, Ana B.,Radulovi?, Niko S.
, p. 53569 - 53585 (2015/06/30)
Although it is common knowledge that N-nitroso compounds are thermally (and otherwise chemically) labile, little or nothing is known about the specific reactions that occur during thermal treatment of a compound possessing this functionality. Methyl N-met
The Oxidative Coupling of Methyl Benzoate
Iretskii,Sherman,White,Kenvin,Schiraldi
, p. 49 - 57 (2007/10/03)
The reaction of methyl benzoate (MBA) with pressurized (50 atm) artificial air (50 mol% O2-N2 mixture) at 150-200°C over a soluble palladium catalyst [PdLL2′] (L=phen, bipy, dppe; L′=OAc, TFA) afforded isomeric dimethyl bibenzoic acid esters (DMBBA). Different factors affect the reactivity and regioselectivity of the process. The reactivity is enhanced by trifluoromethanesulfonic acid, arguably by activating the C-H bond of the aromatic ring by its protonation. The increase of temperature not only increases the reaction rate (EA=5.5 kcal/mol) but also favors a formation of an ortho-coupled product. Ligands with strong trans influence (L=phen, bipy, or dppe) direct the oxidative coupling away from 2,X′-isomers (X=2, 3, or 4). Overall, electronic properties of a palladium catalyst are more important than steric restriction of the same catalyst for altering the activity and regioselectivity for MBA coupling.