Halide-Free Heterocyclic Divergence from Carbon Dioxide Enabled by a Binary Lewis Acid/Base CatalystClick to copy article link

A catalytic, halide-free process has been developed that builds on the use of a combination of a binary Al-based Lewis acid complex/base catalyst to access bicyclic, carbon dioxide-derived heterocycles in a selective and divergent approach. More specifically, strongly basic amines, such as DBU, faci...

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Autores: Chang, Chenyang, Amos, Stephanie G. E., Benet-Buchholz, Jordi, Kleij, Arjan W.
Tipo de recurso: artículo
Fecha de publicación:2026
País:España
Institución:Varias* (Consorci de Biblioteques Universitáries de Catalunya, Centre de Serveis Científics i Acadèmics de Catalunya)
Repositorio:Recercat. Dipósit de la Recerca de Catalunya
OAI Identifier:oai:dnet:recercat____::beeadfe25213cf4cdbf0df3ba51ac620
Acceso en línea:https://hdl.handle.net/2072/489572
https://doi.org/10.1021/acscatal.6c02207
Access Level:acceso abierto
Palabra clave:Química
54
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spelling Halide-Free Heterocyclic Divergence from Carbon Dioxide Enabled by a Binary Lewis Acid/Base CatalystClick to copy article linkChang, ChenyangAmos, Stephanie G. E.Benet-Buchholz, JordiKleij, Arjan W.Química54A catalytic, halide-free process has been developed that builds on the use of a combination of a binary Al-based Lewis acid complex/base catalyst to access bicyclic, carbon dioxide-derived heterocycles in a selective and divergent approach. More specifically, strongly basic amines, such as DBU, facilitate a sequence that features the initial formation of a bicyclic methylene-bridged seven-membered structure followed by a hemicarbonate-assisted rearrangement affording a thermodynamically more stable bicyclic, five-membered heterocyclic product. The presence of a less basic amine like DIPEA results in the predominant isolation of a relatively stable bicyclic, seven-membered cyclic carbonate. Our work shows the potential of dual Al/base catalytic activation of cyclic epoxy alcohols while exploring a larger chemical and structural space for CO2 conversion originating from a single precursor.info:eu-repo/semantics/publishedVersionACS Publications2026info:eu-repo/semantics/article8 p.application/pdfhttps://hdl.handle.net/2072/489572https://doi.org/10.1021/acscatal.6c02207RECERCAT (Dipòsit de la Recerca de Catalunya)reponame:Recercat. Dipósit de la Recerca de Catalunyainstname:Varias* (Consorci de Biblioteques Universitáries de Catalunya, Centre de Serveis Científics i Acadèmics de Catalunya)InglésCERCA Program/Generalitat de CatalunyaICREA FoundationMICIU/AEI (PID2023-149295NB-I00)Ministerio de Ciencia e Innovación (Severo Ochoa Excellence Accreditation CEX2024-001469-S)C.C. acknowledges the Chinese Research Council for a predoctoral fellowship (2022-06920011)Attribution 4.0 Internationalhttp://creativecommons.org/licenses/by/4.0/info:eu-repo/semantics/openAccessoai:dnet:recercat____::beeadfe25213cf4cdbf0df3ba51ac6202026-05-29T05:05:01Z
dc.title.none.fl_str_mv Halide-Free Heterocyclic Divergence from Carbon Dioxide Enabled by a Binary Lewis Acid/Base CatalystClick to copy article link
title Halide-Free Heterocyclic Divergence from Carbon Dioxide Enabled by a Binary Lewis Acid/Base CatalystClick to copy article link
spellingShingle Halide-Free Heterocyclic Divergence from Carbon Dioxide Enabled by a Binary Lewis Acid/Base CatalystClick to copy article link
Chang, Chenyang
Química
54
title_short Halide-Free Heterocyclic Divergence from Carbon Dioxide Enabled by a Binary Lewis Acid/Base CatalystClick to copy article link
title_full Halide-Free Heterocyclic Divergence from Carbon Dioxide Enabled by a Binary Lewis Acid/Base CatalystClick to copy article link
title_fullStr Halide-Free Heterocyclic Divergence from Carbon Dioxide Enabled by a Binary Lewis Acid/Base CatalystClick to copy article link
title_full_unstemmed Halide-Free Heterocyclic Divergence from Carbon Dioxide Enabled by a Binary Lewis Acid/Base CatalystClick to copy article link
title_sort Halide-Free Heterocyclic Divergence from Carbon Dioxide Enabled by a Binary Lewis Acid/Base CatalystClick to copy article link
dc.creator.none.fl_str_mv Chang, Chenyang
Amos, Stephanie G. E.
Benet-Buchholz, Jordi
Kleij, Arjan W.
author Chang, Chenyang
author_facet Chang, Chenyang
Amos, Stephanie G. E.
Benet-Buchholz, Jordi
Kleij, Arjan W.
author_role author
author2 Amos, Stephanie G. E.
Benet-Buchholz, Jordi
Kleij, Arjan W.
author2_role author
author
author
dc.subject.none.fl_str_mv Química
54
topic Química
54
description A catalytic, halide-free process has been developed that builds on the use of a combination of a binary Al-based Lewis acid complex/base catalyst to access bicyclic, carbon dioxide-derived heterocycles in a selective and divergent approach. More specifically, strongly basic amines, such as DBU, facilitate a sequence that features the initial formation of a bicyclic methylene-bridged seven-membered structure followed by a hemicarbonate-assisted rearrangement affording a thermodynamically more stable bicyclic, five-membered heterocyclic product. The presence of a less basic amine like DIPEA results in the predominant isolation of a relatively stable bicyclic, seven-membered cyclic carbonate. Our work shows the potential of dual Al/base catalytic activation of cyclic epoxy alcohols while exploring a larger chemical and structural space for CO2 conversion originating from a single precursor.
publishDate 2026
dc.date.none.fl_str_mv 2026
dc.type.none.fl_str_mv info:eu-repo/semantics/article
format article
dc.identifier.none.fl_str_mv https://hdl.handle.net/2072/489572
https://doi.org/10.1021/acscatal.6c02207
url https://hdl.handle.net/2072/489572
https://doi.org/10.1021/acscatal.6c02207
dc.language.none.fl_str_mv Inglés
language_invalid_str_mv Inglés
dc.relation.none.fl_str_mv CERCA Program/Generalitat de Catalunya
ICREA Foundation
MICIU/AEI (PID2023-149295NB-I00)
Ministerio de Ciencia e Innovación (Severo Ochoa Excellence Accreditation CEX2024-001469-S)
C.C. acknowledges the Chinese Research Council for a predoctoral fellowship (2022-06920011)
dc.rights.none.fl_str_mv Attribution 4.0 International
http://creativecommons.org/licenses/by/4.0/
info:eu-repo/semantics/openAccess
rights_invalid_str_mv Attribution 4.0 International
http://creativecommons.org/licenses/by/4.0/
eu_rights_str_mv openAccess
dc.format.none.fl_str_mv 8 p.
application/pdf
dc.publisher.none.fl_str_mv ACS Publications
publisher.none.fl_str_mv ACS Publications
dc.source.none.fl_str_mv RECERCAT (Dipòsit de la Recerca de Catalunya)
reponame:Recercat. Dipósit de la Recerca de Catalunya
instname:Varias* (Consorci de Biblioteques Universitáries de Catalunya, Centre de Serveis Científics i Acadèmics de Catalunya)
instname_str Varias* (Consorci de Biblioteques Universitáries de Catalunya, Centre de Serveis Científics i Acadèmics de Catalunya)
reponame_str Recercat. Dipósit de la Recerca de Catalunya
collection Recercat. Dipósit de la Recerca de Catalunya
repository.name.fl_str_mv
repository.mail.fl_str_mv
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