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N-Tetradentate SPANamine Derivatives and Their Mn-II-Complexes as Catalysts for Epoxidation of Alkenes

Five new tetradentate N-donor ligands with the spirobi(chroman) skeleton (either chiral or racemic) have been synthesized and fully characterized by NMR, EST-MS, and optical polarimetry. These ligands have been coordinated to a series of manganese salts, affording a family of new chiral and racemic Mn-II complexes, which have also been characterized through analytical and spectroscopic techniques. The crystallographic structures of five of them have been obtained by X-ray diffraction; all show a distorted octahedral geometry with the ligand adopting a cis-alpha conformation over the Mn ion. All the complexes have been tested in the catalytic epoxidation of styrene, showing that both conversion and selectivity values increase in the presence of additives in the catalytic media. Experimental results and computational calculations explain the stereospecificity for the cis epoxide in the epoxidation of cis-beta-methylstyrene mediated by one of the complexes synthesized

This research has been financed by the Spanish Ministerio de Economia y Competitividad (MINECO) through projects CTQ2010-21532-C02-01, CTQ2011-23156/BQU, CTQ2008-00683, and Consolider Ingenio 2010 (CSD2006_0003). J. R. thanks the Universitat of Girona for a BR predoctoral grant. A. P. thanks MINECO for a Ramon y Cajal contract (reference number RYC-2009-05226) and the European Commission for a Career Integration Grant (CIG09-GA-2011-293900). Z. F. thanks MINECO for a Ramon y Cajal contract. M. S. thanks the Catalan DIUE of the Generalitat de Catalunya (grant number 2009SGR637) and ICREA-Academia for an award

© European Journal of Inorganic Chemistry, 2013, núm. 7, 1213-1224

Wiley-VCH Verlag

Director: Ministerio de Economía y Competitividad (Espanya)
Ministerio de Ciencia e Innovación (Espanya)
Generalitat de Catalunya. Agència de Gestió d’Ajuts Universitaris i de Recerca
Autor: Rich Masallera, Jordi
Rodríguez Pizarro, Montserrat
Romero García, Isabel
Fontrodona, Xavier
Leeuwen, Piet W. N. M. van‏
Freixa, Zoraida
Sala Román, Xavier
Poater Teixidor, Albert
Solà i Puig, Miquel
Data: 2013
Resum: Five new tetradentate N-donor ligands with the spirobi(chroman) skeleton (either chiral or racemic) have been synthesized and fully characterized by NMR, EST-MS, and optical polarimetry. These ligands have been coordinated to a series of manganese salts, affording a family of new chiral and racemic Mn-II complexes, which have also been characterized through analytical and spectroscopic techniques. The crystallographic structures of five of them have been obtained by X-ray diffraction; all show a distorted octahedral geometry with the ligand adopting a cis-alpha conformation over the Mn ion. All the complexes have been tested in the catalytic epoxidation of styrene, showing that both conversion and selectivity values increase in the presence of additives in the catalytic media. Experimental results and computational calculations explain the stereospecificity for the cis epoxide in the epoxidation of cis-beta-methylstyrene mediated by one of the complexes synthesized
This research has been financed by the Spanish Ministerio de Economia y Competitividad (MINECO) through projects CTQ2010-21532-C02-01, CTQ2011-23156/BQU, CTQ2008-00683, and Consolider Ingenio 2010 (CSD2006_0003). J. R. thanks the Universitat of Girona for a BR predoctoral grant. A. P. thanks MINECO for a Ramon y Cajal contract (reference number RYC-2009-05226) and the European Commission for a Career Integration Grant (CIG09-GA-2011-293900). Z. F. thanks MINECO for a Ramon y Cajal contract. M. S. thanks the Catalan DIUE of the Generalitat de Catalunya (grant number 2009SGR637) and ICREA-Academia for an award
Format: application/pdf
ISSN: 1434-1948 (versió paper)
1099-0682 (versió electrònica)
Accés al document: http://hdl.handle.net/10256/8653
Llenguatge: eng
Editor: Wiley-VCH Verlag
Col·lecció: MICINN/PN 2012-2015/RYC-2009-05226
MICINN/PN 2011-2014/CTQ2010-21532-C02-01
MICINN/PN 2012-2014/CTQ2011-23156
MINECO/CSD2006_0003
AGAUR/2009-2014/2009 SGR-637
Reproducció digital del document publicat a: http://dx.doi.org/10.1002/ejic.201201154
Articles publicats (D-Q)
info:eu-repo/grantAgreement/EC/FP7/293900
És part de: © European Journal of Inorganic Chemistry, 2013, núm. 7, 1213-1224
Drets: Tots els drets reservats
Matèria: Catàlisi asimètrica
Enantioselective catalysis
Compostos heterocíclics
Heterocyclic compounds
Hidrogenació
Hydrogenation
Títol: N-Tetradentate SPANamine Derivatives and Their Mn-II-Complexes as Catalysts for Epoxidation of Alkenes
Tipus: info:eu-repo/semantics/article
Repositori: DUGiDocs

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