The pharmaceuticl activities of organonitrogen compounds prompted the scientific community to develop new methods for C-N bond formation. In the last few years we have reported on the catalytic activity of porphyrin complexes in olefin aziridinations and hydrocarbon aminations employing arylazides as atom-efficient aminating agents. ArN3 generate a nitrene functionality "ArN" and the eco-friendly molecular nitrogen is the only side product. The insertion of "ArN" into a C-H bond of hydrocarbons yields benzylic imines, benzylic amines and allylic amines. To clarify the mechanism of the C-H amination reactions, the ruthenium bis-imido porphyirin complex (1) was fully characterized. The role of 1 in catalytic aminations was studied proving that 1 is an active reaction intermediate that shows a good balance between stability and reactivity. To the best of our knowledge, complex 1 is the first structurally characterised bis-imido porphyrin complex that shows a good catalytic activity in this class of reactions.

Amination of C-H bonds catalysed by ruthenium porphyrin complexes / E. Gallo, S. Fantauzzi, A. Caselli, F.A.C. Ragaini, N. Casati, P. Macchi, S. Cenini. ((Intervento presentato al 38. convegno Congresso Nazionale della divisione di chimica inorganica della Società chimica italiana tenutosi a Trieste nel 2010.

Amination of C-H bonds catalysed by ruthenium porphyrin complexes

E. Gallo
Primo
;
A. Caselli;F.A.C. Ragaini;S. Cenini
Ultimo
2010

Abstract

The pharmaceuticl activities of organonitrogen compounds prompted the scientific community to develop new methods for C-N bond formation. In the last few years we have reported on the catalytic activity of porphyrin complexes in olefin aziridinations and hydrocarbon aminations employing arylazides as atom-efficient aminating agents. ArN3 generate a nitrene functionality "ArN" and the eco-friendly molecular nitrogen is the only side product. The insertion of "ArN" into a C-H bond of hydrocarbons yields benzylic imines, benzylic amines and allylic amines. To clarify the mechanism of the C-H amination reactions, the ruthenium bis-imido porphyirin complex (1) was fully characterized. The role of 1 in catalytic aminations was studied proving that 1 is an active reaction intermediate that shows a good balance between stability and reactivity. To the best of our knowledge, complex 1 is the first structurally characterised bis-imido porphyrin complex that shows a good catalytic activity in this class of reactions.
set-2010
Settore CHIM/03 - Chimica Generale e Inorganica
Società chimica italiana. Divisione di chimica inorganica
Università degli studi di Trieste
Amination of C-H bonds catalysed by ruthenium porphyrin complexes / E. Gallo, S. Fantauzzi, A. Caselli, F.A.C. Ragaini, N. Casati, P. Macchi, S. Cenini. ((Intervento presentato al 38. convegno Congresso Nazionale della divisione di chimica inorganica della Società chimica italiana tenutosi a Trieste nel 2010.
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/2434/163190
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