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American Chemical Society, Journal of Organic Chemistry, 14(78), p. 7298-7304, 2013

DOI: 10.1021/jo4008755

Wiley-VCH Verlag, ChemInform, 47(44), p. no-no, 2013

DOI: 10.1002/chin.201347120

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A Click Chemistry Approach to 5,5′-Disubstituted-3,3′-Bisisoxazoles from Dichloroglyoxime and Alkynes: Luminescent Organometallic Iridium and Rhenium Bisisoxazole Complexes

Journal article published in 2013 by Phillip L. Van der Peet, Timothy U. Connell, Christian Gunawan, Jonathan M. White, Paul S. Donnelly, Spencer J. Williams ORCID
This paper is available in a repository.
This paper is available in a repository.

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Abstract

5,5'-Disubstituted-3,3'-bisisoxazoles are prepared in one step by the dropwise addition of aqueous potassium hydrogen carbonate to a mixture of dichloroglyoxime and terminal alkynes. The reaction exhibits a striking preference for the 5,5'-disubstituted 3,3'-bisisoxazole over the 4,5'-regioisomer. Organometallic iridium and rhenium bisisoxazole complexes are luminescent with emission frequencies varying depending upon the identity of the 5,5'-substituent (phenyl, butyl).