Beilstein J. Org. Chem., 2015, 11, 373-384

N.A. Danilkina, P.S. Vlasov, S.M. Vodianik, A.A. Kruchinin, Y.G. Vlasov, I.A. Balova

“Synthesis and chemosensing properties of cinnoline-containing poly(arylene ethynylene)s”

Beilstein J. Org. Chem., 2015, 11, 373-384

Novel poly(arylene ethynylene)s comprising a cinnoline core were prepared in high yields via a three-step methodology. A Richter-type cyclization of 2-ethynyl- and 2-(buta-1,3-diynyl)aryltriazenes was used for cinnoline ring formation, followed by a Sonogashira coupling for the introduction of trimethylsilylethynyl moieties and a sila-Sonogashira coupling as the polycondensation technique. The fluorescence of the cinnoline-containing polymers in THF was highly sensitive to quenching by Pd2+ ions.

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