Vinylcyclopropane [3+2] Cycloaddition with Acetylenic Sulfones Based on Visible Light Photocatalysis
- Publication type:
- Journal article
- Metadata:
-
- Autoren
- Adriana Luque
- Jonathan Gross
- Till JB Zaehringer
- Christoph Kerzig
- Till Opatz
- Autoren-URL
- https://www.webofscience.com/api/gateway?GWVersion=2&SrcApp=fis-test-1&SrcAuth=WosAPI&KeyUT=WOS:000764181800001&DestLinkType=FullRecord&DestApp=WOS_CPL
- DOI
- 10.1002/chem.202104329
- eISSN
- 1521-3765
- Externe Identifier
- Clarivate Analytics Document Solution ID: 0O1JI
- PubMed Identifier: 35133690
- ISSN
- 0947-6539
- Ausgabe der Veröffentlichung
- 18
- Zeitschrift
- CHEMISTRY-A EUROPEAN JOURNAL
- Schlüsselwörter
- cycloaddition
- density functional theory calculations
- photochemistry ring strain
- strain release
- vinylcyclopropane
- Artikelnummer
- ARTN e202104329
- Datum der Veröffentlichung
- 2022
- Status
- Published
- Titel
- Vinylcyclopropane [3+2] Cycloaddition with Acetylenic Sulfones Based on Visible Light Photocatalysis
- Sub types
- Article
- Ausgabe der Zeitschrift
- 28
Data source: Web of Science (Lite)
- Other metadata sources:
-
- Abstract
- <jats:title>Abstract</jats:title><jats:p>The first intermolecular visible light [3+2] cycloaddition reaction performed on a <jats:italic>meta</jats:italic> 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.</jats:p>
- Autoren
- Adriana Luque
- Jonathan Groß
- Till JB Zähringer
- Christoph Kerzig
- Till Opatz
- DOI
- 10.1002/chem.202104329
- eISSN
- 1521-3765
- ISSN
- 0947-6539
- Ausgabe der Veröffentlichung
- 18
- Zeitschrift
- Chemistry – A European Journal
- Sprache
- en
- Online publication date
- 2022
- Datum der Veröffentlichung
- 2022
- Status
- Published
- Herausgeber
- Wiley
- Herausgeber URL
- http://dx.doi.org/10.1002/chem.202104329
- Datum der Datenerfassung
- 2023
- Titel
- Vinylcyclopropane [3+2] Cycloaddition with Acetylenic Sulfones Based on Visible Light Photocatalysis**
- Ausgabe der Zeitschrift
- 28
Data source: Crossref
- 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.
- Addresses
- Johannes Gutenberg University, Department of Chemistry, Duesbergweg 10-14, 55128, Mainz, Germany.
- Autoren
- Adriana Luque
- Jonathan Groß
- Till JB Zähringer
- Christoph Kerzig
- Till Opatz
- DOI
- 10.1002/chem.202104329
- eISSN
- 1521-3765
- Externe Identifier
- PubMed Identifier: 35133690
- PubMed Central ID: PMC9314945
- Funding acknowledgements
- Deutsche Forschungsgemeinschaft: Ke2313/3-1
- Deutsche Forschungsgemeinschaft: Op90/12-1
- Open access
- true
- ISSN
- 0947-6539
- Ausgabe der Veröffentlichung
- 18
- Zeitschrift
- Chemistry (Weinheim an der Bergstrasse, Germany)
- Schlüsselwörter
- Alkynes
- Acetylene
- Sulfones
- Light
- Cycloaddition Reaction
- Sprache
- eng
- Medium
- Print-Electronic
- Online publication date
- 2022
- Open access status
- Open Access
- Paginierung
- e202104329
- Datum der Veröffentlichung
- 2022
- Status
- Published
- Publisher licence
- CC BY-NC-ND
- Datum der Datenerfassung
- 2022
- Titel
- Vinylcyclopropane [3+2] Cycloaddition with Acetylenic Sulfones Based on Visible Light Photocatalysis.
- Sub types
- research-article
- Journal Article
- Ausgabe der Zeitschrift
- 28
Files
https://europepmc.org/articles/PMC9314945?pdf=render
Data source: Europe PubMed Central
- 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.
- Autoren
- Adriana Luque
- Jonathan Groß
- Till JB Zähringer
- Christoph Kerzig
- Till Opatz
- Autoren-URL
- https://www.ncbi.nlm.nih.gov/pubmed/35133690
- DOI
- 10.1002/chem.202104329
- eISSN
- 1521-3765
- Externe Identifier
- PubMed Central ID: PMC9314945
- Funding acknowledgements
- Deutsche Forschungsgemeinschaft: Op90/12-1
- Deutsche Forschungsgemeinschaft: Ke2313/3-1
- Ausgabe der Veröffentlichung
- 18
- Zeitschrift
- Chemistry
- Schlüsselwörter
- cycloaddition
- density functional theory calculations
- photochemistry
- ring strain
- strain release
- vinylcyclopropane
- Acetylene
- Alkynes
- Cycloaddition Reaction
- Light
- Sulfones
- Sprache
- eng
- Country
- Germany
- Paginierung
- e202104329
- Datum der Veröffentlichung
- 2022
- Status
- Published
- Datum, an dem der Datensatz öffentlich gemacht wurde
- 2022
- Titel
- Vinylcyclopropane [3+2] Cycloaddition with Acetylenic Sulfones Based on Visible Light Photocatalysis.
- Sub types
- Journal Article
- Ausgabe der Zeitschrift
- 28
Data source: PubMed
- Author's licence
- CC-BY-NC-ND
- Autoren
- Adriana Luque
- Jonathan Groß
- Till JB Zähringer
- Christoph Kerzig
- Till Opatz
- Hosting institution
- Universitätsbibliothek Mainz
- Sammlungen
- DFG-491381577-H
- Resource version
- Published version
- DOI
- 10.1002/chem.202104329
- Funding acknowledgements
- Gefördert durch die Deutsche Forschungsgemeinschaft (DFG) - Projektnummer 491381577
- File(s) embargoed
- false
- Open access
- true
- ISSN
- 1521-3765
- Ausgabe der Veröffentlichung
- 18
- Zeitschrift
- Chemistry - a European journal
- Schlüsselwörter
- 540 Chemie
- 540 Chemistry and allied sciences
- Sprache
- eng
- Open access status
- Open Access
- Paginierung
- 202104329
- Datum der Veröffentlichung
- 2022
- Public URL
- https://openscience.ub.uni-mainz.de/handle/20.500.12030/8704
- Herausgeber
- Wiley-VCH
- Datum der Datenerfassung
- 2023
- Datum, an dem der Datensatz öffentlich gemacht wurde
- 2023
- Zugang
- Public
- Titel
- Vinylcyclopropane [3+2] cycloaddition with acetylenic sulfones based on visible light photocatalysis
- Ausgabe der Zeitschrift
- 28
Files
vinylcyclopropane_[32]_cycloa-20230127114712265.pdf
Data source: OPENSCIENCE.UB
- Beziehungen:
- Property of