Coordination and reactivity of benzyloxycarbonyl-Ala(CN)-OR (R = H, CH₃) in complexes of platinum(II)

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• 作者：Campardo ; Luana ; Gobbo ; Marina ; Rocchi ; Raniero ; Bertani ; Roberta ; Mozzon ; Mirto ; Michelin ; Rino A.
• 关键词：Platinum complexes ; Amino acid complexes ; Oxazoline complexes ; Nitrile complexes
• 刊名：Inorganica Chimica Acta
• 出版年：1996
• 出版时间：April 15, 1996
• 年：1996
• 卷：245
• 期：2
• 页码：269-273
• 全文大小：381 K

文摘

The conversion of a nitrile to an oxazoline group in an amino acid side chain promoted by platinum(II) was investigated. While benzyloxycarbonyl-β-cyano-alanine (Z-Ala(CN)-OH) did not give any evidence of coordination of the nitrile group to Pt(II) in different complexes, the corresponding methyl ester Z-Ala(CN)-OCH₃ readily afforded the Pt(II)-nitrile complextrans -[Pt(CF₃){Z-Ala(CN)-OCH₃}(PPh₃)₂][BF₄] in good yield by reaction with the cationic derivative trans-[Pt(CF₃)(PPh₃₂(solv)][BF₄] (solv = CH₂Cl₂). The reactivity of the CN group in the complex trans-[Pt(CF₃){Z-Ala(CN)OCH₃}(PPh₃)₂][BF₄] with ClCH₂CH₂O⁻ to form the oxazoline ligand 2 was examined. The presence of the oxazoline ring in the final products was evidenced by IR, ¹H and ¹³C NMR data and confirmed by FAB and MALDI mass spectra, but its isolation was hampered by the cleavage of the oxazoline ring under the chromatographic conditions applied.