Large protonation-gated photochromism of an OPE-embedded difurylperfluorocyclopentene

Handle URI:
http://hdl.handle.net/10754/563950
Title:
Large protonation-gated photochromism of an OPE-embedded difurylperfluorocyclopentene
Authors:
Wolf, Jannic Sebastian; Huhn, Thomas; Steiner, Ulrich E.
Abstract:
A recently reported protolytic gating effect on the ring closing reaction of an oligo(phenylene ethynylene) (OPE) embedded difurylperfluorocyclopentene (S) with a dimethylaminophenyl chain link in each of the side arms, was quantitatively analyzed in detail. The reaction system (So, SoH+, SoH2 2+, Sc, ScH+, ScH2 2+) comprising three protolytic forms in both open and closed configuration, is characterized by four protolytic equilibrium constants and six photochemical quantum yields of ring closing and ring opening. The absorption spectra, conductivity, and effective photochemical quantum yields were measured in acetonitrile as functions of solvent acidity varied by addition of trifluoroacetic acid and triethylamine and characterized by an effective pHnon-aq. Based on the derivation of a rigorous method for assessing the individual quantum yields of ring closure and ring opening of the six species, it was shown that it is specifically the second protonation step that is responsible for a more than 10-fold increase in the quantum yield of ring closure.
KAUST Department:
Solar and Photovoltaic Engineering Research Center (SPERC); Chemical Science Program
Publisher:
Royal Society of Chemistry (RSC)
Journal:
Phys. Chem. Chem. Phys.
Issue Date:
2015
DOI:
10.1039/c4cp05258g
Type:
Article
ISSN:
14639076
Appears in Collections:
Articles; Chemical Science Program; Solar and Photovoltaic Engineering Research Center (SPERC)

Full metadata record

DC FieldValue Language
dc.contributor.authorWolf, Jannic Sebastianen
dc.contributor.authorHuhn, Thomasen
dc.contributor.authorSteiner, Ulrich E.en
dc.date.accessioned2015-08-03T12:20:37Zen
dc.date.available2015-08-03T12:20:37Zen
dc.date.issued2015en
dc.identifier.issn14639076en
dc.identifier.doi10.1039/c4cp05258gen
dc.identifier.urihttp://hdl.handle.net/10754/563950en
dc.description.abstractA recently reported protolytic gating effect on the ring closing reaction of an oligo(phenylene ethynylene) (OPE) embedded difurylperfluorocyclopentene (S) with a dimethylaminophenyl chain link in each of the side arms, was quantitatively analyzed in detail. The reaction system (So, SoH+, SoH2 2+, Sc, ScH+, ScH2 2+) comprising three protolytic forms in both open and closed configuration, is characterized by four protolytic equilibrium constants and six photochemical quantum yields of ring closing and ring opening. The absorption spectra, conductivity, and effective photochemical quantum yields were measured in acetonitrile as functions of solvent acidity varied by addition of trifluoroacetic acid and triethylamine and characterized by an effective pHnon-aq. Based on the derivation of a rigorous method for assessing the individual quantum yields of ring closure and ring opening of the six species, it was shown that it is specifically the second protonation step that is responsible for a more than 10-fold increase in the quantum yield of ring closure.en
dc.publisherRoyal Society of Chemistry (RSC)en
dc.titleLarge protonation-gated photochromism of an OPE-embedded difurylperfluorocyclopenteneen
dc.typeArticleen
dc.contributor.departmentSolar and Photovoltaic Engineering Research Center (SPERC)en
dc.contributor.departmentChemical Science Programen
dc.identifier.journalPhys. Chem. Chem. Phys.en
dc.contributor.institutionFachbereich Chemie, Universitaä T KonstanzKonstanz, Germanyen
kaust.authorWolf, Jannic Sebastianen
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