Two original macrocyclic silver(I)(pyridine-containing ligand) complexes [Ag(I)(Pc-L)] were synthesized and characterized. Their ability to catalyze the coupling among aldehydes, terminal alkynes and amines (A3-coupling) was demonstrated. The reaction could be performed under conventional as well as dielectric heating. The catalysts were effective in both cases, but dielectric heating allowed a lower catalyst loading and reduced ratio among reaction partners in shorter reaction times. The reaction scope was broad, including aryl/alkyl aldehydes, aryl/alkyl acetylenes and secondary aliphatic amines. Some unprecedented propargylamines have been prepared. The new catalytic system was also tested with more challenging coupling partners such as aniline and ketones.
[Silver(I)(Pyridine-Containing Ligand)] complexes as unusual catalysts for A3-coupling reactions / M. Trose, M. Dell'Acqua, T. Pedrazzini, V. Pirovano, E. Gallo, E. Rossi, A. Caselli, G. Abbiati. - In: JOURNAL OF ORGANIC CHEMISTRY. - ISSN 0022-3263. - 79:16(2014 Aug 15), pp. 7311-7320.
|Titolo:||[Silver(I)(Pyridine-Containing Ligand)] complexes as unusual catalysts for A3-coupling reactions|
DELL'ACQUA, MONICA (Secondo)
CASELLI, ALESSANDRO (Penultimo)
ABBIATI, GIORGIO (Corresponding)
|Parole Chiave:||aldehyde-alkyne-amine; one-post synthesis; C-H activation; containing macrocyclic ligands; 3-component coupling reactions; quaternary carbon center; PC-L-asterisk; asymmetric cyclopropanation; efficient synthesis; terminal alkynes|
|Settore Scientifico Disciplinare:||Settore CHIM/06 - Chimica Organica|
Settore CHIM/03 - Chimica Generale e Inorganica
|Data di pubblicazione:||15-ago-2014|
|Digital Object Identifier (DOI):||http://dx.doi.org/10.1021/jo500981r|
|Appare nelle tipologie:||01 - Articolo su periodico|
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