A novel ligand HL (1), N,2-bis(1-(2-oxo-2H-chromen-3-yl)ethylidene)hydrazinecarbothioamide was synthesized through the condensation of 3-acetyl-2H-chromen-2-one and hydrazinecarbothioamide. This ligand was used to prep. new transition metal complexes of Cu(II), Ni(II) and Co(II). Characterization of the HL (1) ligand and its complexes is also reported. Mass spectra and NMR assignments for the ligand, using COSY, NOESY homonuclear and HMQC and HMBC heteronuclear correlation techniques were carried out. Electronic and magnetic moments of the complexes indicate that the geometries of the metal centers are either distorted octahedral, or square planar. The structures are consistent with the IR, UV-vis, ESR, as well as cond. measurements. The catalytic activity of the copper complex, [HLCu2Cl3]Cl.H2O (2), in cyclopropanation reactions of unactivated olefins with ethyldiazoacetate (EDA) was studied. Cyclopropanes were obtained in high yield (up to 97%, TON up to 16,900) with moderate to good diastereoselectivities (50-91%).

Synthesis and characterization of some transition metal complexes with a novel Schiff base ligand and their use as catalysts for olefin cyclopropanation / N. S. Youssef, E. El-Zahany, A. M. A. El-Seidy, A. Caselli, S. Cenini. - In: JOURNAL OF MOLECULAR CATALYSIS. A: CHEMICAL. - ISSN 1381-1169. - 308:1/2(2009), pp. 159-168.

Synthesis and characterization of some transition metal complexes with a novel Schiff base ligand and their use as catalysts for olefin cyclopropanation

A. Caselli
Penultimo
;
S. Cenini
Ultimo
2009

Abstract

A novel ligand HL (1), N,2-bis(1-(2-oxo-2H-chromen-3-yl)ethylidene)hydrazinecarbothioamide was synthesized through the condensation of 3-acetyl-2H-chromen-2-one and hydrazinecarbothioamide. This ligand was used to prep. new transition metal complexes of Cu(II), Ni(II) and Co(II). Characterization of the HL (1) ligand and its complexes is also reported. Mass spectra and NMR assignments for the ligand, using COSY, NOESY homonuclear and HMQC and HMBC heteronuclear correlation techniques were carried out. Electronic and magnetic moments of the complexes indicate that the geometries of the metal centers are either distorted octahedral, or square planar. The structures are consistent with the IR, UV-vis, ESR, as well as cond. measurements. The catalytic activity of the copper complex, [HLCu2Cl3]Cl.H2O (2), in cyclopropanation reactions of unactivated olefins with ethyldiazoacetate (EDA) was studied. Cyclopropanes were obtained in high yield (up to 97%, TON up to 16,900) with moderate to good diastereoselectivities (50-91%).
Schiff bases ; Metal complexes ; Cyclopropanation reactions ; Homogeneous catalysis ; Thiosemicarbazide
Settore CHIM/03 - Chimica Generale e Inorganica
2009
Article (author)
File in questo prodotto:
Non ci sono file associati a questo prodotto.
Pubblicazioni consigliate

I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.

Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/2434/147162
Citazioni
  • ???jsp.display-item.citation.pmc??? ND
  • Scopus 25
  • ???jsp.display-item.citation.isi??? 21
social impact