16078-07-2Relevant academic research and scientific papers
Olefins from biomass feedstocks: Catalytic ester decarbonylation and tandem Heck-type coupling
John, Alex,Hogan, Levi T.,Hillmyer, Marc A.,Tolman, William B.
supporting information, p. 2731 - 2733 (2015/03/05)
With the goal of avoiding the need for anhydride additives, the catalytic decarbonylation of p-nitrophenylesters of aliphatic carboxylic acids to their corresponding olefins, including commodity monomers like styrene and acrylates, has been developed. The reaction is catalyzed by palladium complexes in the absence of added ligands and is promoted by alkali/alkaline-earth metal halides. Combination of catalytic decarbonylation and Heck-type coupling with aryl esters in a single pot process demonstrates the viability of employing a carboxylic acid as a "masked olefin" in synthetic processes. This journal is
Palladium/NHC-catalyzed oxidative esterification of aldehydes with phenols
Zhang, Manli,Zhang, Shouhui,Zhang, Guoying,Chen, Fan,Cheng, Jiang
experimental part, p. 2480 - 2483 (2011/05/16)
A palladium-catalyzed oxidative esterification of aldehydes with phenols is described, using air as the clean oxidant. This reaction tolerates many functional groups, providing esters with yields ranging from moderate to excellent.
Pd-catalyzed decarbonylative olefination of aryl esters: Towards a waste-free Heck reaction
Goossen, Lukas J.,Paetzold
, p. 1237 - 1241 (2007/10/03)
Easy and clean: A palladium (0)-catalyzed decarbonylative Heck olefination of activated esters of aryl, heteroaryl, and vinyl carboxylic acids opens up an opportunity for a novel waste-free Heck olefination process (see scheme).
Inhibition of the Hydrolysis of p-Nitrophenyl Esters by Association with an Erythromycin A Derivative
Barra, Monica,Rossi, Rita H. de
, p. 1758 - 1772 (2007/10/02)
The alkaline hydrolysis of p-nitrophenyl esters (1) of an homologous series of straight chain acids and derivatives of naphthoic acids was studied in the presence of the antibiotic erythromycin A (E) and its hydrolysis product (Z).While (E) does not affect the hydrolysis of 1, (Z) inhibits this reaction.The observed pseudo-first-order rate constants decrease as the Z concentration increases and they tend to a minimum value.This inhibition is ascribed to the formation of a host-guest complex between Z and 1.It is suggested that the attack of an external HO- at the carbonyl ester group is hindered by steric and electrostatic effects.The association constants and the second-order rate constants for the complexed esters were calculated.The inhibition tends to be complete for esters of alkyl chains with an add number of carbon atoms.Such a trend is probably related to the geometric requirements of inclusion.
