2,5-Dimethyl-3,4-bis[(2R,5R)-2,5-dimethylphospholano]thiophene: first member of the hetero-DUPHOS family (Articolo in rivista)

Type
Label
  • 2,5-Dimethyl-3,4-bis[(2R,5R)-2,5-dimethylphospholano]thiophene: first member of the hetero-DUPHOS family (Articolo in rivista) (literal)
Anno
  • 2005-01-01T00:00:00+01:00 (literal)
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#doi
  • 10.1021/jo050390d (literal)
Alternative label
  • Benincori, T.; Pilati T.; Rizzo, S.; Sannicolò, F.; Burk, M. J.; de Ferra, L.; Ullucci, E.; Piccolo, O. (2005)
    2,5-Dimethyl-3,4-bis[(2R,5R)-2,5-dimethylphospholano]thiophene: first member of the hetero-DUPHOS family
    in Journal of organic chemistry
    (literal)
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#autori
  • Benincori, T.; Pilati T.; Rizzo, S.; Sannicolò, F.; Burk, M. J.; de Ferra, L.; Ullucci, E.; Piccolo, O. (literal)
Pagina inizio
  • 5436 (literal)
Pagina fine
  • 5441 (literal)
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#numeroVolume
  • 70 (literal)
Rivista
Note
  • ISI Web of Science (WOS) (literal)
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#affiliazioni
  • Benincori, T.: Dipartimento di Scienze Chimiche ed Ambientali, Universita` dell'Insubria, Via Valleggio, 11-22100-Como, Italy. Pilati, T.; Rizzo, S.: Istituto CNR Scienze e Tecnologie Molecolari, via G. Venezian, 21-20133-Milano, Italy. Sannicolò, F.: Dipartimento di Chimica Organica e Industriale, Università di Milano, via Venezian, 21-20133-Milano, Italy; Istituto CNR Scienze e Tecnologie Molecolari, via G. Venezian, 21-20133-Milano, Italy; C.I.M.A.I.N.A.sCentro Interdisciplinare Materiali e Interfacce Nanostrutturati, Via Celoria, 16-20133-Milano, Italy. Burk, M. J.: Diversa Corporation, 4955 Directors Place, San Diego, California 92121-1609. de Ferra, L.; Ullucci, E.: Chemi S.p.A., via Vadisi, 5-03010-Patrica (Frosinone), Italy. Piccolo, O.: Studio di Consulenza Scientifica, via Borno`, 5-23896-Sirtori (Lecco), Italy. (literal)
Titolo
  • 2,5-Dimethyl-3,4-bis[(2R,5R)-2,5-dimethylphospholano]thiophene: first member of the hetero-DUPHOS family (literal)
Abstract
  • The 2,5-dimethyl-3,4-bis[(2R,5R)-2,5-dimethylphospholano]thiophene (UlluPHOS), a new thiophenebased analogue of (R,R)-1,2-bis(phospholano)benzene (Me-DuPHOS), was synthesized, geometrically and electronically characterized, and employed as ligand of Rh and Ru in some standard hydrogenation reactions of prostereogenic functionalized carbon-carbon and carbon-oxygen double bonds. The synthesis of UlluPHOS is much easier than that provided for Me-DuPHOS. UlluPHOS and Me-DuPHOS display very similar geometries, while the electronic availability of the former is higher than that exhibited by the latter. The Rh and Ru complexes of UlluPHOS produced excellent enantiomeric excesses (98.9-99.5%) in the hydrogenation of N-acetyl-R-enamino acids and reaction rates higher than those found when employing the analogous complexes of Me-DuPHOS. (literal)
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