Iron and Manganese Catalysts for the Selective Functionalization of Arene C(sp(2))-H Bonds by Carbene Insertion

Conde Alcántara, Ana Isabel; Sabenya, Gerard; Rodríguez, Mònica; Postils, Verònica; Luis, Josep M.; Díaz Requejo, María Mar; Costas, Miquel; Pérez Romero, Pedro José

doi:10.1002/anie.201601750

Introducing Fe and Mn as catalysts for the selective functionalization of Csp2-H bonds of arenes by carbene insertion

Author

Conde Alcántara, Ana Isabel; Sabenya, Gerard; Rodríguez, Mònica; Postils, Verònica; Luis, Josep M.; [et al.]
Publication Date

2016
Publisher

Wiley
Citation

Conde, A., Sabenya, G., Rodríguez, M., Postils, V., Luis, J. M., Díaz-Requejo, M. M., … Pérez, P. J. (2016). Iron and Manganese Catalysts for the Selective Functionalization of Arene C(sp2 )−H Bonds by Carbene Insertion. Angewandte Chemie International Edition, 55(22), 6530–6534. https://doi.org/10.1002/anie.201601750
Abstract

The first examples of the direct functionalization of non-activated aryl sp(2) C-H bonds with ethyl diazoacetate (N2CHCO2Et) catalyzed by Mn- or Fe-based complexes in a completely selective manner are reported, with no formation of the frequently observed cycloheptatriene derivatives through competing Buchner reaction. The best catalysts are Fe-II or Mn-II complexes bearing the tetradentate pytacn ligand (pytacn = 1-(2-pyridylmethyl)-4,7-dimethyl-1,4,7-triazacyclononane). When using alkylbenzenes, the alkylic C(sp(3))-H bonds of the substituents remained unmodified, thus the reaction being also selective toward functionalization of sp(2) C-H bonds.
URI

http://hdl.handle.net/10272/16239
Project

info:eu-repo/grantAgreement/Junta de Andalucia [ P10-FQM-06292]info:eu-repo/grantAgreement/MINECO [CTQ2014-52769-C3-R-1, CTQ2014-62234-EXP, CTQ2015-70795-P, CTQ2014-54306-P, CTQ2014-52525P]

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Iron and Manganese Catalysts for the Selective Functionalization of Arene C(sp(2))-H Bonds by Carbene Insertion

Introducing Fe and Mn as catalysts for the selective functionalization of Csp2-H bonds of arenes by carbene insertion

Author

Conde Alcántara, Ana Isabel; Sabenya, Gerard; Rodríguez, Mònica; Postils, Verònica; Luis, Josep M.; [et al.]

Publication Date

2016

Publisher

Wiley

Citation

Conde, A., Sabenya, G., Rodríguez, M., Postils, V., Luis, J. M., Díaz-Requejo, M. M., … Pérez, P. J. (2016). Iron and Manganese Catalysts for the Selective Functionalization of Arene C(sp2 )−H Bonds by Carbene Insertion. Angewandte Chemie International Edition, 55(22), 6530–6534. https://doi.org/10.1002/anie.201601750

Abstract

The first examples of the direct functionalization of non-activated aryl sp(2) C-H bonds with ethyl diazoacetate (N2CHCO2Et) catalyzed by Mn- or Fe-based complexes in a completely selective manner are reported, with no formation of the frequently observed cycloheptatriene derivatives through competing Buchner reaction. The best catalysts are Fe-II or Mn-II complexes bearing the tetradentate pytacn ligand (pytacn = 1-(2-pyridylmethyl)-4,7-dimethyl-1,4,7-triazacyclononane). When using alkylbenzenes, the alkylic C(sp(3))-H bonds of the substituents remained unmodified, thus the reaction being also selective toward functionalization of sp(2) C-H bonds.

URI

http://hdl.handle.net/10272/16239

Project

info:eu-repo/grantAgreement/Junta de Andalucia [ P10-FQM-06292]info:eu-repo/grantAgreement/MINECO [CTQ2014-52769-C3-R-1, CTQ2014-62234-EXP, CTQ2015-70795-P, CTQ2014-54306-P, CTQ2014-52525P]

Fichero	Tamaño	Formato	Ver	Description
Iron and Manganese.pdf	725.9Kb	PDF	View/Open	versión post-print

Fichero	Tamaño	Formato	Ver	Description
Iron and Manganese.pdf	725.9Kb	PDF	View/Open	versión post-print