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2020-07-07Zeitschriftenartikel DOI: 10.18452/22119
Proton‐Gated Ring‐Closure of a Negative Photochromic Azulene‐Based Diarylethene
dc.contributor.authorHou, Ian Cheng-Yi
dc.contributor.authorBerger, Fabian
dc.contributor.authorNarita, Akimitsu
dc.contributor.authorMüllen, Klaus
dc.contributor.authorHecht, Stefan
dc.date.accessioned2020-11-12T10:48:41Z
dc.date.available2020-11-12T10:48:41Z
dc.date.issued2020-07-07none
dc.identifier.other10.1002/anie.202007989
dc.identifier.urihttp://edoc.hu-berlin.de/18452/22784
dc.description.abstractProton‐responsive photochromic molecules are attractive for their ability to react on non‐invasive rapid optical stimuli and the importance of protonation/deprotonation processes in various fields. Conventionally, their acidic/basic sites are on hetero‐atoms, which are orthogonal to the photo‐active π‐center. Here, we incorporate azulene, an acid‐sensitive pure hydrocarbon, into the skeleton of a diarylethene‐type photoswitch. The latter exhibits a novel proton‐gated negative photochromic ring‐closure and its optical response upon protonation in both open and closed forms is much more pronounced than those of diarylethene photoswitches with hetero‐atom based acidic/basic moieties. The unique behavior of the new photoswitch can be attributed to direct protonation on its π‐system, supported by 1H NMR and theoretical calculations. Our results demonstrate the great potential of integrating non‐alternant hydrocarbons into photochromic systems for the development of multi‐responsive molecular switches.eng
dc.language.isoengnone
dc.publisherHumboldt-Universität zu Berlin
dc.rights(CC BY 4.0) Attribution 4.0 Internationalger
dc.rights.urihttps://creativecommons.org/licenses/by/4.0/
dc.subjectacid-base equilibriaeng
dc.subjectazuleneeng
dc.subjectdiaryletheneeng
dc.subjectnegative photochromismeng
dc.subjectphotochemistryeng
dc.subject.ddc540 Chemie und zugeordnete Wissenschaftennone
dc.titleProton‐Gated Ring‐Closure of a Negative Photochromic Azulene‐Based Diarylethenenone
dc.typearticle
dc.identifier.urnurn:nbn:de:kobv:11-110-18452/22784-0
dc.identifier.doihttp://dx.doi.org/10.18452/22119
dc.type.versionpublishedVersionnone
local.edoc.container-titleAngewandte Chemienone
local.edoc.pages5none
local.edoc.type-nameZeitschriftenartikel
local.edoc.institutionMathematisch-Naturwissenschaftliche Fakultätnone
local.edoc.container-typeperiodical
local.edoc.container-type-nameZeitschrift
local.edoc.container-publisher-nameWiley-VCHnone
local.edoc.container-publisher-placeWeinheimnone
local.edoc.container-volume59none
local.edoc.container-issue42none
local.edoc.container-firstpage18532none
local.edoc.container-lastpage18536none
dc.description.versionPeer Reviewednone
dc.identifier.eissn1521-3773

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