Raw data for "Direct observation of triplet states in the isomerization of alkenylboronates by energy transfer catalysis"

dc.contributor.authorZähringer, Till J. B.
dc.contributor.authorWienhold, Max
dc.contributor.authorGilmour, Ryan
dc.contributor.authorKerzig, Christoph
dc.date.accessioned2023-09-19T07:42:29Z
dc.date.available2023-09-19T07:42:29Z
dc.date.issued2023
dc.description.abstractAlkenylboronates are versatile building blocks for stereocontrolled synthesis owing to the traceless nature of the boron group that can be leveraged to achieve highly selective geometric isomerization. Using thioxanthone as an inexpensive photocatalyst, their photoisomerization continues to provide an expansive platform for stereodivergent synthesis, particularly in the construction of bioactive polyenes. Although mechanistic investigations are consistent with light−driven energy transfer, direct experimental evidence remains conspicuously absent. Herein, we report a rigorous mechanistic investigation using two widely used alkenylboronates alongside relevant reference compounds. Through the combination of irradiation experiments, transient absorption spectroscopic studies, kinetic modeling, and DFT calculations with all isomers of the model compounds, it has been possible to unequivocally detect and characterize the perpendicular triplet generated by energy transfer. Our results serve not only as a blueprint for mechanistic studies that are challenging with organic sensitizers, but these guidelines delineated have also enabled the development of more sustainable reaction conditions: for the first time, efficient organocatalytic isomerization under sunlight irradiation has become feasible.en_GB
dc.identifier.doihttp://doi.org/10.25358/openscience-9554
dc.identifier.urihttps://openscience.ub.uni-mainz.de/handle/20.500.12030/9572
dc.language.isoengde
dc.rightsCC-BY-4.0*
dc.rights.urihttps://creativecommons.org/licenses/by/4.0/*
dc.subject.ddc540 Chemiede_DE
dc.subject.ddc540 Chemistry and allied sciencesen_GB
dc.titleRaw data for "Direct observation of triplet states in the isomerization of alkenylboronates by energy transfer catalysis"en_GB
dc.typeDatensammlungde
jgu.description.methodsExperimentsde
jgu.organisation.departmentFB 09 Chemie, Pharmazie u. Geowissensch.de
jgu.organisation.nameJohannes Gutenberg-Universität Mainz
jgu.organisation.number7950
jgu.organisation.placeMainz
jgu.organisation.rorhttps://ror.org/023b0x485
jgu.relation.IsSourceOf10.1021/jacs.3c07678
jgu.rights.accessrightsopenAccess
jgu.subject.ddccode540de
jgu.type.dinitypeResearchDataen_GB
jgu.type.resourceTextde
jgu.type.versionOriginal workde

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