Unprecedented chemical transformation of benzaldehyde semicarbazone mediated by osmium |
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Authors: | Gupta Parna Basuli Falguni Peng Shie-Ming Lee Gene-Hsiang Bhattacharya Samaresh |
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Institution: | Department of Chemistry, Inorganic Chemistry Section, Jadavpur University, Kolkata 700 032, India. |
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Abstract: | para-Nitrobenzaldehyde semicarbazone (O(2)N(para)-C(6)H(4)C(H)=N-NH-CO-NH(2)) undergoes unprecedented chemical transformation during its reaction with Os(PPh(3))(2)(CO)(2)(HCOO)(2)] in different alcoholic (R'OH, R' = CH(2)CH(2)OCH(3), CH(2)CH(3), CH(2)CH(2)CH(3), and CH(2)CH(2)CH(2)CH(3)) solvents whereby the NH(2) group of the semicarbazone ligand is displaced by a OR' group provided by the solvents. The transformed semicarbazone ligand binds to osmium as a bidentate N,O-donor forming five-membered chelate ring to afford complexes of type Os(PPh(3))(2)(CO)(H)(L-OR')], where L-OR' refers to the transformed semicarbazone ligand. Structure of the Os(PPh(3))(2)(CO)(H)(L-OCH(2)CH(2)OCH(3))] complex has been determined by X-ray crystallography. All the Os(PPh(3))(2)(CO)(H)(L-OR')] complexes are diamagnetic and show characteristic (1)H NMR signals. They also show intense absorptions in the visible and ultraviolet region. Cyclic voltammetry on the complexes shows an irreversible oxidative response within 0.69-0.88 V versus SCE. |
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