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Insight into and computational studies of the selective synthesis of 6H-Dibenzo[b,h]xanthenes

Carneiro, Paula F., Pinto, Maria do Carmo F. R., Marra, Roberta K. F., Campos, Vinícius R., Resende, Jackson Antônio L. C., Delarmelina, Maicon ORCID:, Carneiro, José Walkimar M., Lima, Emerson S., da Silva, Fernando de C. and Ferreira, Vitor F. 2016. Insight into and computational studies of the selective synthesis of 6H-Dibenzo[b,h]xanthenes. Journal of Organic Chemistry 81 (13) , pp. 5525-5537. 10.1021/acs.joc.6b00864

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Starting from 2-hydroxy-1,4-naphthoquinone (lawsone), we synthesized eight new 6H-dibenzo[b,h]xanthene derivatives selectively under solvent-free conditions. Spectroscopic investigations confirmed that only the isomer 6H-dibenzo[b,h]xanthene was obtained in all eight cases. Computational studies provide a rationalization for the selective appearance of these isomers having as an intermediate an addition product.

Item Type: Article
Date Type: Publication
Status: Published
Schools: Chemistry
Publisher: American Chemical Society
ISSN: 0022-3263
Last Modified: 04 Nov 2022 12:13

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