Author, as appears in the article.: Armengol-Relats, Helena; Mato, Mauro; Echavarren, Antonio M.;

Department: Química Analítica i Química Orgànica

e-ISSN: 1521-3757

URV's Author/s: ECHAVARREN PABLOS, ANTONIO / Mato Gómez, Mauro

Keywords: Retro-buchner reaction Metal carbenes Hydrocarbons H functionalization Enyne cycloisomerizations Dienediynes Decarbenation reactions Cyclopropanes Cyclopropanation/cope rearrangement Cycloheptadienes Cycloadditions Cyclization Construction Catalyzed cycloisomerization Access

Abstract: The formal (4+3) cycloaddition of 1,3-dienes with Rh(II) and Au(I) non-acceptor vinyl carbenes, generated from vinylcycloheptatrienes or alkoxyenynes, respectively, leads to 1,4-cycloheptadienes featuring complex and diverse substitution patterns, including natural dyctiopterene C ' and a hydroxylated derivative of carota-1,4-diene. A complete mechanistic picture is presented, in which Au(I) and Rh(II) non-acceptor vinyl carbenes were shown to undergo a vinylcyclopropanation/Cope rearrangement or a direct (4+3) cycloaddition that takes place in a non-concerted manner.

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/

ISSN: 0044-8249

Author's mail: antoniomaria.echavarren@urv.cat

Author identifier: 0000-0002-6418-7930

Record's date: 2022-07-24

Papper version: info:eu-repo/semantics/publishedVersion

Link to the original source: https://onlinelibrary.wiley.com/doi/full/10.1002/anie.202012092

Licence document URL: http://repositori.urv.cat/ca/proteccio-de-dades/

Papper original source: Angewandte Chemie (International Ed. Print). 60 (4): 1916-1922

APA: Armengol-Relats, Helena; Mato, Mauro; Echavarren, Antonio M.; (2021). Assembly of Complex 1,4-Cycloheptadienes by (4+3) Cycloaddition of Rhodium(II) and Gold(I) Non-Acceptor Carbenes. Angewandte Chemie (International Ed. Print), 60(4), 1916-1922. DOI: 10.1002/anie.202012092

Article's DOI: 10.1002/anie.202012092

Entity: Universitat Rovira i Virgili

Journal publication year: 2021

Publication Type: Journal Publications