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An efficient, high yielding, and eco-friendly method for the synthesis of 14-aryl- or 14-alkyl-14H-dibenzo[a,j]xanthenes using polyvinylsulfonic acid as a recyclable Brønsted acid catalyst

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Abstract

Aryl or alkyl-14H-dibenzo[a,j]xanthene derivatives were synthesized efficiently by the reaction of 2-naphthol and aromatic or aliphatic aldehydes in the presence of polyvinylsulfonic acid (PVSA) as a reusable Brønsted acid catalyst under aqueous conditions at 90 °C. This reaction was studied under different conditions, and several solvents were examined. In terms of reaction yield and time, water was found to be the optimum solvent. The catalytic performance of PVSA was then compared with various acidic catalysts under optimized reaction conditions. The catalyst is well characterized using IR and DSC techniques.

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Authors and Affiliations

  1. Polymer Science and Technology Division, Research Institute of Petroleum Industry (RIPI), 14665-1137, Tehran, Iran

    Ali Rahmatpour

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  1. Ali Rahmatpour
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Correspondence to Ali Rahmatpour.

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Rahmatpour, A. An efficient, high yielding, and eco-friendly method for the synthesis of 14-aryl- or 14-alkyl-14H-dibenzo[a,j]xanthenes using polyvinylsulfonic acid as a recyclable Brønsted acid catalyst. Monatsh Chem 142, 1259–1263 (2011). https://doi.org/10.1007/s00706-011-0537-z

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  • DOI: https://doi.org/10.1007/s00706-011-0537-z

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