The (porphyrin)ruthenium-catalyzed aziridination of olefins using aryl azides as nitrogen sources. Fantauzzi, S., Gallo, E., Caselli, A., Piangiolino, C., Ragaini, F., & Cenini, S. European Journal of Organic Chemistry, 2007. cited By 62
The (porphyrin)ruthenium-catalyzed aziridination of olefins using aryl azides as nitrogen sources [link]Paper  doi  abstract   bibtex   
Aryl azides have been used as atom-efficient nitrene transfer reagents in the (porphyrin)ruthenium-catalyzed amination of olefins. Several azides, olefins and [Ru(porphyrin)CO] complexes were tested to investigate the scope and limits of the reaction. Quantitative yields and short reaction times were achieved by using terminal olefins and aryl azides bearing electron-withdrawing groups on the aryl moiety. The reactions were influenced by steric factors. Internally disubstituted olefins exhibited a lower reactivity and tri- and tetra-substituted olefins did not react at all. A very high turnover number (TON) for the [Ru(TPP)CO] (TPP = tetraphenylporphyrin dianion) catalyzed amination of α-methylstyrene by p-nitrophenyl azide was obtained. © Wiley-VCH Verlag GmbH & Co. KGaA, 2007.
@ARTICLE{Fantauzzi20076053,
author={Fantauzzi, S. and Gallo, E. and Caselli, A. and Piangiolino, C. and Ragaini, F. and Cenini, S.},
title={The (porphyrin)ruthenium-catalyzed aziridination of olefins using aryl azides as nitrogen sources},
journal={European Journal of Organic Chemistry},
year={2007},
number={36},
pages={6053-6059},
doi={10.1002/ejoc.200700678},
note={cited By 62},
url={https://www.scopus.com/inward/record.uri?eid=2-s2.0-37549007586&doi=10.1002%2fejoc.200700678&partnerID=40&md5=cc57144f7bb4933eb1231ad777c6d00a},
affiliation={Dipartimento di Chimica Inorganica, Metallorganica e Analitica, Università degli Studi di Milano, ISTM-CNR, Via Venezian 21, 20133 Milano, Italy},
abstract={Aryl azides have been used as atom-efficient nitrene transfer reagents in the (porphyrin)ruthenium-catalyzed amination of olefins. Several azides, olefins and [Ru(porphyrin)CO] complexes were tested to investigate the scope and limits of the reaction. Quantitative yields and short reaction times were achieved by using terminal olefins and aryl azides bearing electron-withdrawing groups on the aryl moiety. The reactions were influenced by steric factors. Internally disubstituted olefins exhibited a lower reactivity and tri- and tetra-substituted olefins did not react at all. A very high turnover number (TON) for the [Ru(TPP)CO] (TPP = tetraphenylporphyrin dianion) catalyzed amination of α-methylstyrene by p-nitrophenyl azide was obtained. © Wiley-VCH Verlag GmbH & Co. KGaA, 2007.},
author_keywords={Azides;  Aziridines;  Catalysis;  Porphyrins;  Ruthenium},
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correspondence_address1={Gallo, E.; Dipartimento di Chimica Inorganica, Metallorganica e Analitica, Via Venezian 21, 20133 Milano, Italy; email: emma.gallo@unimi.it},
issn={1434193X},
coden={EJOCF},
language={English},
abbrev_source_title={Eur. J. Org. Chem.},
document_type={Article},
source={Scopus},
}

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