MODULAR APPROACH TO CHIRAL PYRIDINE CONTAINING MACROCYCLES: SYNTHESIS, CHARACTERIZATION, REACTIVITY AND CATALYTIC ACTIVITY OF THEIR METAL COMPLEXES
Tesi di Dottorato
Data di Pubblicazione:
2014
Citazione:
MODULAR APPROACH TO CHIRAL PYRIDINE CONTAINING MACROCYCLES: SYNTHESIS, CHARACTERIZATION, REACTIVITY AND CATALYTIC ACTIVITY OF THEIR METAL COMPLEXES / T. Pedrazzini ; tutor: A. Caselli, E. Gallo; coordinatore: E. Licandro. Università degli Studi di Milano, 2014 Dec 01. 27. ciclo, Anno Accademico 2014. [10.13130/pedrazzini-tommaso_phd2014-12-01].
Abstract:
In this thesis is reported a simple, fast, economic modular approach for the synthesis of chiral tetraaza-macrocycles containing a pyridine ring (Pc-L*) starting from aminoacids. The characterization of the ligands and of their complexes with copper (I) and silver (I) salts also descrive, including several crystal suitable for X-ray determination.
The organometallic reactivity and coordination behavior of these complexes with CO and acetonitrile has been studied. The complexes were succesfully applied as catalysts for cyclopropanation and A3-coupling reaction and for the synthesis of isochromenes starting from propargyl-aldehydes. In any case, excellent results in terms of yields and chemoselectivity were obtained and, concerning the cyclopropanation reaction, very good enantioselectivities on different substrates were achieved.
Furthermore, a new class of Pc-L* ligands potentially dianionic is described and the complexation studies of these macrocycles with ruthenium, cobalt, zyrconium and iron are reported.
Tipologia IRIS:
Tesi di dottorato
Keywords:
Catalysis, Organometallic, Macrocycle, Copper, Silver, A3-coulping, Cyclopropanation, Ligand
Elenco autori:
T. Pedrazzini
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