Author, as appears in the article.: Guo, Wusheng; Gonzalez-Fabra, Joan; Bandeira, Nuno A. G.; Bo, Carles; Kleij, Arjan W.;
Department: Química Física i Inorgànica
URV's Author/s: Bo Jané, Carles
Keywords: Vinylethylene carbonates Organocatalysis Organic carbonates N-aryl carbamates Hydrogen bonds Formic-acid Efficient Decarboxylative cycloaddition Cyclic carbonates Construction Co2 Catalytic methylation Carbon-dioxide Anilines Amines n-aryl carbamates hydrogen bonds cyclic carbonates anilines
Abstract: The first chemo- and site-selective process for the formation of N-aryl-carbamates from cyclic organic carbonates and aromatic amines is reported. The reactions proceed smoothly under extremely mild reaction conditions using TBD (triazabicyclodecene) as an effective and cheap organocatalyst, thus providing a sustainable and new methodology for the formation of a wide variety of useful N-aryl carbamate synthons in good to excellent yields. Computational investigations have been performed and show the underlying reason for the observed unique reactivity as related to an effective protonrelay mechanism mediated by the bicyclic guanidine base.
Thematic Areas: Química Medicina ii Medicina i Materiais Interdisciplinar General medicine General chemistry Farmacia Engenharias ii Ciências biológicas iii Ciências biológicas ii Ciências biológicas i Chemistry, multidisciplinary Chemistry (miscellaneous) Chemistry (all) Chemistry Catalysis Astronomia / física
licence for use: https://creativecommons.org/licenses/by/3.0/es/
Author's mail: carles.bo@urv.cat
Author identifier: 0000-0001-9581-2922
Record's date: 2024-09-07
Papper version: info:eu-repo/semantics/acceptedVersion
Link to the original source: https://onlinelibrary.wiley.com/doi/full/10.1002/anie.201504956
Licence document URL: https://repositori.urv.cat/ca/proteccio-de-dades/
Papper original source: Angewandte Chemie (International Ed. Print). 54 (40): 11686-11690
APA: Guo, Wusheng; Gonzalez-Fabra, Joan; Bandeira, Nuno A. G.; Bo, Carles; Kleij, Arjan W.; (2015). A Metal-Free Synthesis of N-Aryl Carbamates under Ambient Conditions. Angewandte Chemie (International Ed. Print), 54(40), 11686-11690. DOI: 10.1002/anie.201504956
Article's DOI: 10.1002/anie.201504956
Entity: Universitat Rovira i Virgili
Journal publication year: 2015
Publication Type: Journal Publications
Repositori URV