Abstract
Hydrogenation of naphthalene in the presence of the RhCl 3-Aliquat ® 336 catalyst was investigated. The reaction was shown to take place at 30 °C at atmospheric hydrogen pressure and to give decalin-free tetralin. Methylnaphthalenes, naphthols and ethyl naphthoates were found to be hydrogenated mainly on the non-substituted ring. The naphthols gave tetralones in addition to the expected tetralols. Chlorinated naphthalenes proved to undergo partial hydrogenolysis even before ring hydrogenation. Further reduction of the tetralins to decalins occurred only after complete consumption of the starting material. Cis-hydrogenation was found to be the main stereochemical course of the catalytic process.
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