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Australian Journal of Chemistry Australian Journal of Chemistry Society
An international journal for chemical science
RESEARCH ARTICLE

Synthesis and evaluation of fluorescent materials for colour control of peroxyoxalate chemiluminescence. I. The phenylethynylation of anthraquinone

PJ Hanhela and DB Paul

Australian Journal of Chemistry 34(8) 1669 - 1685
Published: 1981

Abstract

The synthesis of 9,10-bis(phenylethynyl)anthracene has been examined in detail prior to the synthesis of a series of phenylethynyl substituted aromatic compounds which are of interest as fluorescent materials for peroxyoxalate chemiluminescence. Reductions of the 9,10- bis(phenylethynyl)-9,10-dihydroanthracene-9,10-diol precursor by stannous chloride and by sodium hypophosphite-potassium iodide both gave a series of byproducts, in addition to 9,10- bis(phenylethynyl)anthracene. The formation of these compounds is interpreted in terms of a free-radical process. The interaction of 10-hydroxy-10-(phenylethynyl)anthrone with both the reducing systems has been rationalized and the reaction with concentrated sulfuric acid reinterpreted.

https://doi.org/10.1071/CH9811669

© CSIRO 1981

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