Mostrar el registro sencillo del ítem

dc.contributor.authorBernhardt, Annika
dc.contributor.authorČavlović, Daniel
dc.contributor.authorMayländer, Maximilian
dc.contributor.authorBlacque, Olivier
dc.contributor.authorMoreno Cruz, Carlos 
dc.contributor.authorRichert, Sabine
dc.contributor.authorJuríček, Michal
dc.date.accessioned2024-06-05T08:06:30Z
dc.date.available2024-06-05T08:06:30Z
dc.date.issued2024-03-22
dc.identifier.citationAngew. Chem. Int. Ed. 2024, 63, e202318254 doi.org/10.1002/anie.202318254es_ES
dc.identifier.urihttps://hdl.handle.net/10481/92345
dc.descriptionAuthor Keywords: phenalenyl · biradicals · peropyrene · negative curvature · circularly polarized luminescencees_ES
dc.description.abstractReactions of open-shell molecular graphene fragments are typically thought of as undesired decomposition processes because they lead to the loss of desired features like π-magnetism. Oxidative dimerization of phenalenyl to peropyrene shows, however, that these transformations hold promise as a synthetic tool for making complex structures via formation of multiple bonds and rings in a single step. Here, we explore the feasibility of using this “undesired” reaction of phenalenyl to build up strain and provide access to non-planar polycyclic aromatic hydrocarbons. To this end, we designed and synthesized a biradical system with two phenalenyl units linked via a biphenylene backbone. The design facilitates an intramolecular cascade reaction to a helically twisted saddle-shaped product, where the key transformations—ring-closure and ring-fusion—occur within one reaction. The negative curvature of the final peropyrene product, induced by the formed eightmembered ring, was confirmed by single-crystal X-ray diffraction analysis and the helical twist was validated via resolution of the product’s enantiomers that display circularly polarized luminescence and high configurational stability.es_ES
dc.description.sponsorshipH2020 European Research Council. Grant Number: ERC StG 716139 / INSPIRALes_ES
dc.description.sponsorshipSchweizerischer Nationalfonds zur Förderung der Wissenschaftlichen Forschung. Grant Numbers: CRSK-2_190365, PP00P2_170534, PP00P2_198900, TMCG-2_213829 / CASCADERes_ES
dc.description.sponsorshipUniversität Zürich. Grant Number: FK-21-131es_ES
dc.description.sponsorshipDeutsche Forschungsgemeinschaft. Grant Number: 417643975es_ES
dc.description.sponsorshipOpen Access funding provided by Universität Zürich.es_ES
dc.language.isoenges_ES
dc.publisherWileyes_ES
dc.rightsAttribution-NonCommercial-NoDerivatives 4.0 Internacional*
dc.rights.urihttp://creativecommons.org/licenses/by-nc-nd/4.0/*
dc.subjectCircularly polarized luminescencees_ES
dc.subjectChiralityes_ES
dc.titleπ-Radical Cascade to a Chiral Saddle-Shaped Peropyrenees_ES
dc.title.alternativePi Radical Cascade to a Chiral Saddle Shaped Peropyrenees_ES
dc.typejournal articlees_ES
dc.rights.accessRightsopen accesses_ES
dc.identifier.doi10.1002/anie.202318254
dc.type.hasVersionVoRes_ES


Ficheros en el ítem

[PDF]

Este ítem aparece en la(s) siguiente(s) colección(ones)

Mostrar el registro sencillo del ítem

Attribution-NonCommercial-NoDerivatives 4.0 Internacional
Excepto si se señala otra cosa, la licencia del ítem se describe como Attribution-NonCommercial-NoDerivatives 4.0 Internacional