TY - JOUR
T1 - Reaction of sodium 2-(2-(2,4-dioxopentan-3-ylidene)hydrazinyl) benzenesulfonate with ethylenediamine on Cu(ii) and Ni(ii) centres
T2 - Efficient Cu(ii) homogeneous catalysts for cyanosilylation of aldehydes
AU - Mahmoud, Abdallah G.
AU - Mahmudov, Kamran T.
AU - Guedes Da Silva, M. Fátima C.
AU - Pombeiro, Armando J.L.
N1 - Publisher Copyright:
© 2016 The Royal Society of Chemistry.
PY - 2016
Y1 - 2016
N2 - By reacting copper(ii) or nickel(ii) salts with sodium 2-(2-(2,4-dioxopentan-3-ylidene)hydrazinyl) benzenesulfonate (NaHL) in an EtOH/H2O solvent mixture and in the presence of ethylenediamine (en), [Cu(HL)2(en)2] (1) or {[Ni(en)3](HL)2}·C2H5OH·6H2O (2) were synthesized, respectively. In MeOH, the coordination polymer [Cu(μ-L1-1κO,NN′N′′:2κO′)]n (3) was obtained, where L1 refers to a dianionic ligand species attained via Schiff-base condensation of NaHL with en on the Cu(ii) metal centre, whereas no reaction was obtained in the case of Ni(ii). All the compounds were characterised by IR spectroscopy, ESI-MS, elemental and single-crystal diffraction. The Cu(ii) compounds 1 and 3 act as effective homogenous catalysts for the cyanosilylation reaction of a variety of aldehydes with trimethylsilyl cyanide affording the corresponding cyanohydrin trimethylsilyl ethers in high yields (up to 93%) and at room temperature.
AB - By reacting copper(ii) or nickel(ii) salts with sodium 2-(2-(2,4-dioxopentan-3-ylidene)hydrazinyl) benzenesulfonate (NaHL) in an EtOH/H2O solvent mixture and in the presence of ethylenediamine (en), [Cu(HL)2(en)2] (1) or {[Ni(en)3](HL)2}·C2H5OH·6H2O (2) were synthesized, respectively. In MeOH, the coordination polymer [Cu(μ-L1-1κO,NN′N′′:2κO′)]n (3) was obtained, where L1 refers to a dianionic ligand species attained via Schiff-base condensation of NaHL with en on the Cu(ii) metal centre, whereas no reaction was obtained in the case of Ni(ii). All the compounds were characterised by IR spectroscopy, ESI-MS, elemental and single-crystal diffraction. The Cu(ii) compounds 1 and 3 act as effective homogenous catalysts for the cyanosilylation reaction of a variety of aldehydes with trimethylsilyl cyanide affording the corresponding cyanohydrin trimethylsilyl ethers in high yields (up to 93%) and at room temperature.
UR - https://www.scopus.com/pages/publications/84973623347
U2 - 10.1039/c6ra12274d
DO - 10.1039/c6ra12274d
M3 - Article
AN - SCOPUS:84973623347
SN - 2046-2069
VL - 6
SP - 54263
EP - 54269
JO - RSC Advances
JF - RSC Advances
IS - 59
ER -