Diels-Alder reaction between indoles and cyclohexadienes photocatalyzed by a (thia)pyrylium salt
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Diels-Alder reaction between indoles and cyclohexadienes photocatalyzed by a (thia)pyrylium salt

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Diels-Alder reaction between indoles and cyclohexadienes photocatalyzed by a (thia)pyrylium salt

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dc.contributor.author González Béjar, María
dc.contributor.author Stiriba, Salah Eddine
dc.contributor.author Pérez Prieto, Julia
dc.date.accessioned 2010-06-08T10:23:10Z
dc.date.available 2010-06-08T10:23:10Z
dc.date.issued 2007
dc.identifier.uri http://hdl.handle.net/10550/12892
dc.description.abstract "Thiapyrylium salt 1 is an efficient photocatalyst in the Diels-Alder reaction between indoles (InHs) and 1,3-cyclohexadienes (CHDs). For instance, irradiation of deaerated dichloromethane solutions containing 1 (1 mM), indole (20 mM) and cyclohexadiene (40 mM), in the presence of an acylating agent, led to the Diels-Alder cycloadduct in 62% yield (endo:exo ratio of 1.8:1). Taking into account the very high intersystem crossing yield (Φisc = 0.97) of thiapyrylium salt 1, involvement of its triplet excited state in this Diels-Alder reaction has been studied using steadystate and time-resolved experiments; the results are compared with those previously obtained for pyrylium salts, which exhibit a considerable fluorescence quantum yield and are assumed to operate via electron transfer from the InH to their singlet excited state." en
dc.language.iso en en
dc.relation http://www.arkat-usa.org/get-file/19193/ en
dc.source González Béjar, María ; Stiriba, Salah Eddine ; Pérez Prieto, Julia, 2007, Diels-alder reaction between indoles and cyclohexadienes photocatalyzed by a (thia)pyrylium salt, Arkivoc, vol. 2007, no. IV, p. 344-355 en
dc.subject Diels-Alder reaction ; Photocatalysis ; Thiapyrylium salts ; Indoles, 1.3-cyclohexadienes en
dc.title Diels-Alder reaction between indoles and cyclohexadienes photocatalyzed by a (thia)pyrylium salt en
dc.type info:eu-repo/semantics/article en
dc.type info:eu-repo/semantics/publishedVersion en
dc.subject.unesco UNESCO::QUÍMICA en
dc.subject.unesco UNESCO::QUÍMICA::Química orgánica en
dc.description.private Gonzalez Bejar, Maria, Maria.Gonzalez@uv.es ; Stiriba, Salah Eddine, Salah.Stiriba@uv.es ; Perez Prieto, Julia, Julia.Perez@uv.es en
dc.identifier.idgrec 038788 en

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