Alcohol oxidation with H2O2 catalyzed by a cheap and promptly available imine based iron complex
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作者:
Olivo, Giorgio
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Univ Roma La Sapienza, Dipartimento Chim, Ple A Moro 5, I-00185 Rome, Italy
Univ Roma La Sapienza, Dipartimento Chim, Sez Meccanismi Reaz, Ist CNR Metodol Chim IMC CNR, Ple A Moro 5, I-00185 Rome, Italy
Univ Girona, IQCC, Campus Montilivi, Girona 17071, Spain
Univ Girona, Dept Quim, Campus Montilivi, Girona 17071, SpainUniv Roma La Sapienza, Dipartimento Chim, Ple A Moro 5, I-00185 Rome, Italy
Olivo, Giorgio
[1
,2
,3
,4
]
Giosia, Simone
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Univ Roma La Sapienza, Dipartimento Chim, Ple A Moro 5, I-00185 Rome, Italy
Univ Roma La Sapienza, Dipartimento Chim, Sez Meccanismi Reaz, Ist CNR Metodol Chim IMC CNR, Ple A Moro 5, I-00185 Rome, ItalyUniv Roma La Sapienza, Dipartimento Chim, Ple A Moro 5, I-00185 Rome, Italy
Giosia, Simone
[1
,2
]
Barbieri, Alessia
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Univ Roma La Sapienza, Dipartimento Chim, Ple A Moro 5, I-00185 Rome, Italy
Univ Roma La Sapienza, Dipartimento Chim, Sez Meccanismi Reaz, Ist CNR Metodol Chim IMC CNR, Ple A Moro 5, I-00185 Rome, ItalyUniv Roma La Sapienza, Dipartimento Chim, Ple A Moro 5, I-00185 Rome, Italy
Barbieri, Alessia
[1
,2
]
Lanzalunga, Osvaldo
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Univ Roma La Sapienza, Dipartimento Chim, Ple A Moro 5, I-00185 Rome, Italy
Univ Roma La Sapienza, Dipartimento Chim, Sez Meccanismi Reaz, Ist CNR Metodol Chim IMC CNR, Ple A Moro 5, I-00185 Rome, ItalyUniv Roma La Sapienza, Dipartimento Chim, Ple A Moro 5, I-00185 Rome, Italy
Lanzalunga, Osvaldo
[1
,2
]
Di Stefano, Stefano
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Univ Roma La Sapienza, Dipartimento Chim, Ple A Moro 5, I-00185 Rome, Italy
Univ Roma La Sapienza, Dipartimento Chim, Sez Meccanismi Reaz, Ist CNR Metodol Chim IMC CNR, Ple A Moro 5, I-00185 Rome, ItalyUniv Roma La Sapienza, Dipartimento Chim, Ple A Moro 5, I-00185 Rome, Italy
Di Stefano, Stefano
[1
,2
]
机构:
[1] Univ Roma La Sapienza, Dipartimento Chim, Ple A Moro 5, I-00185 Rome, Italy
[2] Univ Roma La Sapienza, Dipartimento Chim, Sez Meccanismi Reaz, Ist CNR Metodol Chim IMC CNR, Ple A Moro 5, I-00185 Rome, Italy
We previously reported that the iminopyridine iron(II) complex 1, easily and quantitatively obtainable in situ, can activate H2O2 to form a powerful oxidant, capable of aliphatic C-H bond hydroxylation. In the present study we expand the application of this catalyst to the oxidation of a series of alcohols to the corresponding carbonyl compounds. The oxidation of aliphatic alcohols proceeds smoothly, while that of benzylic alcohols is shown to be challenging. Some collected pieces of evidence suggest a preference of the oxidizing species for the aromatic ring instead for the alcoholic moiety. The decrease of the electron density in the aromatic ring shifts the oxidation from the aromatic towards the alcoholic moiety. Quite surprisingly, preferential oxidation of cyclohexanol versus benzylic alcohol was achieved, showing unprecedented selectivity.
机构:
Univ Roma La Sapienza, Dipartimento Chim, Ple A Moro 5, I-00185 Rome, Italy
Univ Roma La Sapienza, Ist CNR Metodol Chim IMC, Sez Meccanismi Reaz, Dipartimento Chim, Ple A Moro 5, I-00185 Rome, ItalyUniv Roma La Sapienza, Dipartimento Chim, Ple A Moro 5, I-00185 Rome, Italy
Barbieri, Alessia
Chimienti, Rosemilia De Carlo
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Univ Roma La Sapienza, Dipartimento Chim, Ple A Moro 5, I-00185 Rome, Italy
Univ Roma La Sapienza, Ist CNR Metodol Chim IMC, Sez Meccanismi Reaz, Dipartimento Chim, Ple A Moro 5, I-00185 Rome, ItalyUniv Roma La Sapienza, Dipartimento Chim, Ple A Moro 5, I-00185 Rome, Italy
Chimienti, Rosemilia De Carlo
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Del Giacco, Tiziana
Di Stefano, Stefano
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Univ Roma La Sapienza, Dipartimento Chim, Ple A Moro 5, I-00185 Rome, Italy
Univ Roma La Sapienza, Ist CNR Metodol Chim IMC, Sez Meccanismi Reaz, Dipartimento Chim, Ple A Moro 5, I-00185 Rome, ItalyUniv Roma La Sapienza, Dipartimento Chim, Ple A Moro 5, I-00185 Rome, Italy
Di Stefano, Stefano
Lanzalunga, Osvaldo
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Univ Roma La Sapienza, Dipartimento Chim, Ple A Moro 5, I-00185 Rome, Italy
Univ Roma La Sapienza, Ist CNR Metodol Chim IMC, Sez Meccanismi Reaz, Dipartimento Chim, Ple A Moro 5, I-00185 Rome, ItalyUniv Roma La Sapienza, Dipartimento Chim, Ple A Moro 5, I-00185 Rome, Italy
Lanzalunga, Osvaldo
Lapi, Andrea
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Univ Roma La Sapienza, Dipartimento Chim, Ple A Moro 5, I-00185 Rome, Italy
Univ Roma La Sapienza, Ist CNR Metodol Chim IMC, Sez Meccanismi Reaz, Dipartimento Chim, Ple A Moro 5, I-00185 Rome, ItalyUniv Roma La Sapienza, Dipartimento Chim, Ple A Moro 5, I-00185 Rome, Italy
Lapi, Andrea
Mazzonna, Marco
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Univ Roma La Sapienza, Dipartimento Chim, Ple A Moro 5, I-00185 Rome, Italy
Univ Roma La Sapienza, Ist CNR Metodol Chim IMC, Sez Meccanismi Reaz, Dipartimento Chim, Ple A Moro 5, I-00185 Rome, ItalyUniv Roma La Sapienza, Dipartimento Chim, Ple A Moro 5, I-00185 Rome, Italy
Mazzonna, Marco
Olivo, Giorgio
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Univ Roma La Sapienza, Dipartimento Chim, Ple A Moro 5, I-00185 Rome, Italy
Univ Roma La Sapienza, Ist CNR Metodol Chim IMC, Sez Meccanismi Reaz, Dipartimento Chim, Ple A Moro 5, I-00185 Rome, ItalyUniv Roma La Sapienza, Dipartimento Chim, Ple A Moro 5, I-00185 Rome, Italy
Olivo, Giorgio
Salamone, Michela
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Univ Roma Tor Vergata, Dipartimento Sci & Tecnol Chim, Via Ric Sci 1, I-00133 Rome, ItalyUniv Roma La Sapienza, Dipartimento Chim, Ple A Moro 5, I-00185 Rome, Italy
机构:
Univ Trieste, Dipartimento Sci Chim & Farmaceut, Via L Giorgieri 1, I-34127 Trieste, ItalyUniv Trieste, Dipartimento Sci Chim & Farmaceut, Via L Giorgieri 1, I-34127 Trieste, Italy
Chavez, Jennifer E.
Crotti, Corrado
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CNR, Ist Struttura Mat, Unita Operat Supporto Trieste, SR 14,Km 163-5, I-34149 Trieste, ItalyUniv Trieste, Dipartimento Sci Chim & Farmaceut, Via L Giorgieri 1, I-34127 Trieste, Italy
Crotti, Corrado
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Zangrando, Ennio
Farnetti, Erica
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Univ Trieste, Dipartimento Sci Chim & Farmaceut, Via L Giorgieri 1, I-34127 Trieste, Italy
CNR, Ist Struttura Mat, Unita Operat Supporto Trieste, SR 14,Km 163-5, I-34149 Trieste, ItalyUniv Trieste, Dipartimento Sci Chim & Farmaceut, Via L Giorgieri 1, I-34127 Trieste, Italy
机构:
Univ Roma La Sapienza, Dipartimento Chim, Ple A Moro 5, I-00185 Rome, Italy
Univ Roma La Sapienza, Ist CNR Metodol Chim IMC, Sez Meccanismi Reaz, Dipartimento Chim, Ple A Moro 5, I-00185 Rome, ItalyUniv Roma La Sapienza, Dipartimento Chim, Ple A Moro 5, I-00185 Rome, Italy
Barbieri, Alessia
Chimienti, Rosemilia De Carlo
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Univ Roma La Sapienza, Dipartimento Chim, Ple A Moro 5, I-00185 Rome, Italy
Univ Roma La Sapienza, Ist CNR Metodol Chim IMC, Sez Meccanismi Reaz, Dipartimento Chim, Ple A Moro 5, I-00185 Rome, ItalyUniv Roma La Sapienza, Dipartimento Chim, Ple A Moro 5, I-00185 Rome, Italy
Chimienti, Rosemilia De Carlo
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Del Giacco, Tiziana
Di Stefano, Stefano
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Univ Roma La Sapienza, Dipartimento Chim, Ple A Moro 5, I-00185 Rome, Italy
Univ Roma La Sapienza, Ist CNR Metodol Chim IMC, Sez Meccanismi Reaz, Dipartimento Chim, Ple A Moro 5, I-00185 Rome, ItalyUniv Roma La Sapienza, Dipartimento Chim, Ple A Moro 5, I-00185 Rome, Italy
Di Stefano, Stefano
Lanzalunga, Osvaldo
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Univ Roma La Sapienza, Dipartimento Chim, Ple A Moro 5, I-00185 Rome, Italy
Univ Roma La Sapienza, Ist CNR Metodol Chim IMC, Sez Meccanismi Reaz, Dipartimento Chim, Ple A Moro 5, I-00185 Rome, ItalyUniv Roma La Sapienza, Dipartimento Chim, Ple A Moro 5, I-00185 Rome, Italy
Lanzalunga, Osvaldo
Lapi, Andrea
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机构:
Univ Roma La Sapienza, Dipartimento Chim, Ple A Moro 5, I-00185 Rome, Italy
Univ Roma La Sapienza, Ist CNR Metodol Chim IMC, Sez Meccanismi Reaz, Dipartimento Chim, Ple A Moro 5, I-00185 Rome, ItalyUniv Roma La Sapienza, Dipartimento Chim, Ple A Moro 5, I-00185 Rome, Italy
Lapi, Andrea
Mazzonna, Marco
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Univ Roma La Sapienza, Dipartimento Chim, Ple A Moro 5, I-00185 Rome, Italy
Univ Roma La Sapienza, Ist CNR Metodol Chim IMC, Sez Meccanismi Reaz, Dipartimento Chim, Ple A Moro 5, I-00185 Rome, ItalyUniv Roma La Sapienza, Dipartimento Chim, Ple A Moro 5, I-00185 Rome, Italy
Mazzonna, Marco
Olivo, Giorgio
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Univ Roma La Sapienza, Dipartimento Chim, Ple A Moro 5, I-00185 Rome, Italy
Univ Roma La Sapienza, Ist CNR Metodol Chim IMC, Sez Meccanismi Reaz, Dipartimento Chim, Ple A Moro 5, I-00185 Rome, ItalyUniv Roma La Sapienza, Dipartimento Chim, Ple A Moro 5, I-00185 Rome, Italy
Olivo, Giorgio
Salamone, Michela
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h-index: 0
机构:
Univ Roma Tor Vergata, Dipartimento Sci & Tecnol Chim, Via Ric Sci 1, I-00133 Rome, ItalyUniv Roma La Sapienza, Dipartimento Chim, Ple A Moro 5, I-00185 Rome, Italy
机构:
Univ Trieste, Dipartimento Sci Chim & Farmaceut, Via L Giorgieri 1, I-34127 Trieste, ItalyUniv Trieste, Dipartimento Sci Chim & Farmaceut, Via L Giorgieri 1, I-34127 Trieste, Italy
Chavez, Jennifer E.
Crotti, Corrado
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h-index: 0
机构:
CNR, Ist Struttura Mat, Unita Operat Supporto Trieste, SR 14,Km 163-5, I-34149 Trieste, ItalyUniv Trieste, Dipartimento Sci Chim & Farmaceut, Via L Giorgieri 1, I-34127 Trieste, Italy
Crotti, Corrado
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Zangrando, Ennio
Farnetti, Erica
论文数: 0引用数: 0
h-index: 0
机构:
Univ Trieste, Dipartimento Sci Chim & Farmaceut, Via L Giorgieri 1, I-34127 Trieste, Italy
CNR, Ist Struttura Mat, Unita Operat Supporto Trieste, SR 14,Km 163-5, I-34149 Trieste, ItalyUniv Trieste, Dipartimento Sci Chim & Farmaceut, Via L Giorgieri 1, I-34127 Trieste, Italy