http://www.cnr.it/ontology/cnr/individuo/prodotto/ID47651
Steric and electronic tuning of chiral bis(oxazoline) ligands with 3,3'-bithiophene backbone (Articolo in rivista)
- Type
- Label
- Steric and electronic tuning of chiral bis(oxazoline) ligands with 3,3'-bithiophene backbone (Articolo in rivista) (literal)
- Anno
- 2005-01-01T00:00:00+01:00 (literal)
- Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#doi
- 10.1021/jo050267m (literal)
- Alternative label
Benaglia, M.; Benincori, T.; Mussini, P.; Pilati, T.; Rizzo, S.; Sannicolò, F. (2005)
Steric and electronic tuning of chiral bis(oxazoline) ligands with 3,3'-bithiophene backbone
in Journal of organic chemistry
(literal)
- Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#autori
- Benaglia, M.; Benincori, T.; Mussini, P.; Pilati, T.; Rizzo, S.; Sannicolò, F. (literal)
- Pagina inizio
- Pagina fine
- Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#numeroVolume
- Rivista
- Note
- ISI Web of Science (WOS) (literal)
- Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#affiliazioni
- Benaglia, M.: Dipartimento di Chimica Organica e Industriale dell'Università , via Golgi 19-20133 Milano, Italy.
Benincori, T.: Dipartimento di Scienze Chimiche ed Ambientali dell'Università dell'Insubria, Via Valleggio, 11-22100 Como, Italy. Mussini, P.: Dipartimento di Chimica Fisica ed Elettrochimica dell'Università, via Golgi, 19-20133 Milano, Italy.
Pilati, T.; Rizzo, S.: Istituto CNR Scienze e Tecnologie Molecolari, via C. Golgi, 19-20133 Milan, Italy.
Sannicolò, F.: Dipartimento di Chimica Organica e Industriale dell'Università , via Golgi 19-20133 Milano, Italy; Istituto CNR Scienze e Tecnologie Molecolari, via C. Golgi, 19-20133 Milan, Italy; and CIMAINA - Centro Interdisciplinare Materiali e Interfacce Nanostrutturati, Via Celoria, 16-20133 Milano, Italy. (literal)
- Titolo
- Steric and electronic tuning of chiral bis(oxazoline) ligands with 3,3'-bithiophene backbone (literal)
- Abstract
- The role played by the electronic properties and the steric features of bis(oxazoline) ligands in the
Cu(I)-catalyzed cyclopropanation of styrene effected with ethyl diazoacetate was investigated. Two
pairs of new bis(oxazolines) displaying flexible and atropisomeric 3,3¢-bithiophene backbones were
synthesized and structurally and electronically characterized. For the first time, the electrochemical
oxidative potential was used as a reliable index of the electronic density on the nitrogen atom of
the chelating groups of new and, for comparative purposes, of already known bis(oxazolines). The
Cu(I) complexes of the new ligands were prepared, and their enantioselection ability and catalytic
efficiency were tested. This investigation suggests that steric factors and catalyst geometrical
features are clearly more important than any consideration of the electronic properties of the chiral
ligands. (literal)
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- Autore CNR
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