Proacetylenic: An aniline-based donor–acceptor-substituted butatriene exhibits not only cumulene-like dimerization to give a [4]radialene (λmax=756 nm), but also acetylene-like (proacetylenic) reactivity towards tetracyanoethene, affording via [2+2] cycloaddition–cycloreversion a NIR-absorbing zwitterionic chromophore (λmax=825 nm). The cationic charge on the imminium-type nitrogen in the zwitterion is evidenced by host–guest complexation with a tetraphosphonate cavitand.

Proacetylenic Reactivity of a Push–Pull Buta-1,2,3-triene: New Chromophores and Supramolecular Systems / Yi Lin, Wu; Tancini, Francesca; W., Bernd Schweizer; Daniela, Paunescu; Corinne, Boudon; Jean Paul, Gisselbrecht; Peter D., Jarowski; Dalcanale, Enrico; François, Diederich. - In: CHEMISTRY - AN ASIAN JOURNAL. - ISSN 1861-4728. - 7:(2012), pp. 1185-1190. [10.1002/asia.201100997]

Proacetylenic Reactivity of a Push–Pull Buta-1,2,3-triene: New Chromophores and Supramolecular Systems

TANCINI, Francesca;DALCANALE, Enrico;
2012-01-01

Abstract

Proacetylenic: An aniline-based donor–acceptor-substituted butatriene exhibits not only cumulene-like dimerization to give a [4]radialene (λmax=756 nm), but also acetylene-like (proacetylenic) reactivity towards tetracyanoethene, affording via [2+2] cycloaddition–cycloreversion a NIR-absorbing zwitterionic chromophore (λmax=825 nm). The cationic charge on the imminium-type nitrogen in the zwitterion is evidenced by host–guest complexation with a tetraphosphonate cavitand.
2012
Proacetylenic Reactivity of a Push–Pull Buta-1,2,3-triene: New Chromophores and Supramolecular Systems / Yi Lin, Wu; Tancini, Francesca; W., Bernd Schweizer; Daniela, Paunescu; Corinne, Boudon; Jean Paul, Gisselbrecht; Peter D., Jarowski; Dalcanale, Enrico; François, Diederich. - In: CHEMISTRY - AN ASIAN JOURNAL. - ISSN 1861-4728. - 7:(2012), pp. 1185-1190. [10.1002/asia.201100997]
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11381/2426198
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