http://www.cnr.it/ontology/cnr/individuo/prodotto/ID285316
Chiral N-hydroxybenzamides as potential catalysts for aerobic asymmetric oxidations (Articolo in rivista)
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- Label
- Chiral N-hydroxybenzamides as potential catalysts for aerobic asymmetric oxidations (Articolo in rivista) (literal)
- Anno
- 2014-01-01T00:00:00+01:00 (literal)
- Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#doi
- 10.1021/jo500844c (literal)
- Alternative label
M.G. Capraro, P. Franchi, O. Lanzalunga, A. Lapi, M. Lucarini (2014)
Chiral N-hydroxybenzamides as potential catalysts for aerobic asymmetric oxidations
in Journal of organic chemistry
(literal)
- Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#autori
- M.G. Capraro, P. Franchi, O. Lanzalunga, A. Lapi, M. Lucarini (literal)
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- http://www.scopus.com/inward/record.url?eid=2-s2.0-84904570532&partnerID=q2rCbXpz (literal)
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- ISI Web of Science (WOS) (literal)
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- Dipartimento di Chimica, Istituto CNR di Metodologie Chimiche (IMC-CNR), Università di Roma la Sapienza, P.le A. Moro, 5, I-00185 Rome, Italy; Dipartimento di Chimica G. Ciamician, Università di Bologna, Via San Giacomo 11, I-40126 Bologna, Italy (literal)
- Titolo
- Chiral N-hydroxybenzamides as potential catalysts for aerobic asymmetric oxidations (literal)
- Abstract
- Chiral N-hydroxybenzamides (1H-3H) have been synthesized as precursors of chiral short-lived N-oxyl radicals 1o-3o. The latter species have been generated by oxidation of 1H-3H with Pb(OAc)4 or hydrogen abstraction from 1H-3H by the tert-butoxyl radical and characterized by
UV-vis spectrophotometry and EPR spectroscopy.
Through a kinetic study of the hydrogen atom transfer processes promoted by 1o-3o from three chiral benzylic substrates (1- phenylethylamine, 1-phenylethanol, and ?-vinylbenzyl alcohol),
a moderate chiral discrimination has been found, with selectivity factors 0.5 <= kH(S)/kH(R) <= 2. (literal)
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