Hydrogenation of naphthalene esters to tetralin esters

Abstract

Naphthalene esters have been reduced over a nickel-on-kieselguhr catalyst which gives specific reduction to the tetrahydronaphthalene (tetralin) stage. The method is of practical utility, since no monitoring of the hydrogen uptake is necessary.THE LITERATURE contains much information on the reduction of naphthalene and its derivatives to the corresponding tetralin and its derivatives. Nickel catalysts have been prevalent in the reported work (1, 4, 9, 10), though platinum (4) and copper chromite (2, 6) catalysts have also been used.

Biochemical studies on a versatile esterase that is most catalytically active with polyaromatic esters

“…Our data show that CN1E1 is, to the best of our knowledge, the first efficient and catalytically active esterase from the α/β‐hydrolase family for PAH ester hydrolysis; this suggests that this protein may be applied to generate a unique set of complex a la carte aromatic molecules with improved or unknown properties (Storms and Farrar, ; Noh et al ., ; Chae et al ., ; Yen et al ., ; Jones and Sumner, ; Zhu et al ., ; Kita et al ., ; Maruyama et al ., ). We believe that CN1E1 may expand the enzyme toolbox for new biotechnological opportunities involving heterocyclic aromatic compounds for future studies due to the inherent properties of enzymes compared with chemical heterogeneous‐based processes and the unusual substrate range and preference and regio‐ and enantio‐selective properties of CN1E1 compared with previously reported esterases.…”

Influence of cyclobutane segments in cycloaliphatic decahydronaphthalene-containing copolyesters

“…Earlier literature demonstrated the synthesis of dimethyl decahydronaphthalate-2,6-dicarboxylate from the hydrogenation of dimethyl naphthalate-2,6-dicarboxylate and enables direct incorporation into a melt-processable polyester family. 9,16,17 Complementary analytical techniques provide a detailed evaluation of structural effects on thermal and rheological properties. In addition, correlations between structure, entanglements, and free volume reveal important characteristics for target applications such as food packaging.…”

Synthesis and Characterization of Decahydronaphthalene-Containing Polyesters

“…23,24 Synthesis of dimethyl decahydronaphthalate-2,6-dicarboxylate involves hydrogenation of dimethyl napthalate-2,6-dicarboxylate, as described previously, and allows for direct incorporation into a melt-processable polyester family. 25,26 The resulting isomeric mixture advantageously prevents polymer crystallization and provides amorphous polyesters for optimal impact performance. The following report discusses the melt transesterification of dimethyl decahydronaphthalate-2,6-dicarboxylate with various diols to achieve tough, ductile polyesters.…”

“…This article describes BPA-free, amorphous, high-impact polyester families containing hydrogenated naphthalene dicarboxylate. It is expected that the fused rings will provide energy absorption, similar to poly­(cyclo­hexylene­dimethylene terephthalate). , Synthesis of dimethyl decahydro­naphthalate-2,6-dicarboxylate involves hydrogenation of dimethyl napthalate-2,6-dicarboxylate, as described previously, and allows for direct incorporation into a melt-processable polyester family. , The resulting isomeric mixture advantageously prevents polymer crystallization and provides amorphous polyesters for optimal impact performance. The following report discusses the melt transesterification of dimethyl deca­hydro­naphthalate-2,6-dicarboxylate with various diols to achieve tough, ductile polyesters.…”