13608-36-1Relevant articles and documents
Selective reduction of carboxylic acids to aldehydes catalyzed by B(C 6F5)3
Bezier, David,Park, Sehoon,Brookhart, Maurice
supporting information, p. 496 - 499 (2013/03/29)
B(C6F5)3 efficiently catalyzes hydrosilylation of aliphatic and aromatic carboxylic acids to produce disilyl acetals under mild conditions. Catalyst loadings can be as low as 0.05 mol %, and bulky tertiary silanes are favored to give selectively the acetals. Acidic workup of the disilyl acetals results in the formation of aldehydes in good to excellent yields.
Kinetics and mechanism of the oxidation of aliphatic primary alcohols by imidazolium fluorochromate
Gehlot,Gilla,Mishra,Sharma, Vinita
experimental part, p. 685 - 692 (2012/04/04)
The oxidation of nine aliphatic primary alcohols by imidazolium fluorochromate (IFC) in dimethylsulphoxide leads to the formation of corresponding aldehydes. The reaction is first order with respect to IFC. A Michaelis-Menten type kinetics is observed with respect to alcohols. The reaction is promoted by hydrogen ions; the hydrogen-ion dependence has the form : kobs = a + b [H+]. The oxidation of [1,1- 2H2]ethanol (MeCD2OH) exhibits a substantial primary kinetic isotope effect (kH/kD = 5.87 at 298 K). The reaction has been studied in nineteen different organic solvents. The solvent effect was analysed using Taft's and Swain's multiparametric equations. The rate of oxidation is susceptible to both polar and steric effects of the substituents. A suitable mechanism has been proposed.
Oxidation of unactivated primary aliphatic amines catalyzed by an electrogenerated 3,4-azaquinone species: A small-molecule mimic of amine oxidases
Largeron, Martine,Neudorffer, Anne,Fleury, Maurice-Bernard
, p. 1026 - 1029 (2007/10/03)
High catalytic performance of the electrogenerated amine oxidase mimic 3,4-iminoquinone 1ox is observed under metal-free conditions in the chemoselective oxidation reaction of unactivated primary aliphatic amines.