02168nas a2200241   4500008004100000022001400041245012000055210006900175260007300244300001200317490000800329520127700337653001801614653002401632653001301656653002201669653001901691653001401710100002101724700002501745700002901770856012701799       2009                        eng d  a1381-116900aHydroesterification of 2-vinyl-6-methoxynaphthalene using palladium complexes containing chelating nitrogen ligands0 aHydroesterification of 2vinyl6methoxynaphthalene using palladium  aPO BOX 211, 1000 AE AMSTERDAM, NETHERLANDSbELSEVIER SCIENCE BVcJUL  a134-1410 v3073 a<p>Hydroesterification of 2-vinyl-6-methoxynaphthalene (VMN) to methyl ester of 6-methoxy naphthyl propionic acid (ester of naproxen) has been investigated using palladium complexes containing the chelating N(boolean AND)O and N(boolean AND)N ligands (pyridine-2-carboxylate, 2-acetylpyridine, 2-pyridine-carboxaldehyde, and bipyridine) as catalysts. Palladium complex containing 2-acetylpyridine as the ligand was found to be superior to other Pd-complexes. Both acid and halide promoters were necessary for high activity and selectivity. As an acid promoter, benzenesulfonic acid was found to be more effective compared to p-toluenesulfonic acid. Formation of ether 2-methoxy-6-(1-methoxyethyl)naphthalene and a polymer of VMN was observed in all the reactions. It was observed that active catalytic species generated during carbonylation reaction was responsible for the polymer formation. The effect of various parameters such as solvents, CO pressure, and alcohols on the catalytic activity as well as the selectivity was investigated. The turnover frequency using the complex Pd(acpy)(PPh(3))(OTs)(2) (acpy = 2-acetylpyridine) catalyst was found to be 42 h(-1), which is the highest for the hydroesterification of VMN. (C) 2009 Elsevier B.V. All rights reserved.</p>10aCarbonylation10aHydroesterification10aNaproxen10aPalladium complex10aPolymer of VMN10aPromoters1 aAtla, Shashi, B.1 aKelkar, Ashutosh, A.1 aChaudhari, Raghunath, V.  uhttps://library.ncl.res.in/content/hydroesterification-2-vinyl-6-methoxynaphthalene-using-palladium-complexes-containing-0