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Authors: Luque, Adriana
Groß, Jonathan
Zähringer, Till J. B.
Kerzig, Christoph
Opatz, Till
Title: Vinylcyclopropane [3+2] cycloaddition with acetylenic sulfones based on visible light photocatalysis
Online publication date: 27-Jan-2023
Year of first publication: 2022
Language: english
Abstract: Abstract: The first intermolecular visible light [3+2] cycloaddition reaction performed on a meta photocycloadduct employing acetylenic sulfones is described. The developed methodology exploits the advantages of combining UV and visible-light in a two-step sequence that provides a photogenerated cyclopropane which, through a strain-release process, generates a new cyclopentane ring while significantly increasing the molecular complexity. Mechanistic studies and DFT calculations indicate an energy transfer pathway for the visible light-driven reaction step. This strategy could be extended to simpler vinylcyclopropanes.
DDC: 540 Chemie
540 Chemistry and allied sciences
Institution: Johannes Gutenberg-Universität Mainz
Department: FB 09 Chemie, Pharmazie u. Geowissensch.
Place: Mainz
Version: Published version
Publication type: Zeitschriftenaufsatz
Document type specification: Scientific article
License: CC BY-NC-ND
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Journal: Chemistry - a European journal
Pages or article number: 202104329
Publisher: Wiley-VCH
Publisher place: Weinheim
Issue date: 2022
ISSN: 1521-3765
Publisher DOI: 10.1002/chem.202104329
Appears in collections:DFG-491381577-H

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