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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, 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: 09 Jul 2019 10:13

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