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

ABSTRACT: 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 Pd(2+) ions.

SUBMITTER: Danilkina NA

PROVIDER: S-EPMC4419556 | biostudies-literature | 2015

REPOSITORIES: biostudies-literature

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

Danilkina Natalia A NA Vlasov Petr S PS Vodianik Semen M SM Kruchinin Andrey A AA Vlasov Yuri G YG Balova Irina A IA

Beilstein journal of organic chemistry 20150320

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 Pd(2+) io ...[more]

PMID: 25977711

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