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- W2334605798 endingPage "4046" @default.
- W2334605798 startingPage "4039" @default.
- W2334605798 abstract "Treatment of the aromatic nitrile complexes trans-[PtCl2(RC6H4CN)2] (R = p-CF3 NC1, H NC2, o-Cl NC3) with the aryl amidoximes p-R′C6H4C(NH2)═NOH (R′ = Me AO1, H AO2, Br AO3, CF3 AO4, NO2 AO5) in all combinations, followed by addition of 1 equiv of AgOTf and then 5 equiv of Et3N, leads to the chelates [PtCl{HN═C(RC6H4)ON═C(C6H4R′-p)NC(RC6H4)═NH}] (1–15; 15 examples; yields 71–88% after column chromatography) derived from the platinum(II)-mediated coupling between metal-activated nitriles and amidoximes. The mechanism of this reaction was studied experimentally by trapping and identification of the reaction intermediates, and it was also investigated theoretically at the DFT level of theory. The combined experimental and theoretical results indicate that the coupling with the nitrile ligands involves both the HON and monodeprotonated NH2 groups of the amidoximes, whereas in the absence of the base, the NH2 functionality is inactive toward the coupling. The observed reaction represents the first example of bifunctional nucleophilic behavior of amidoximes. The complexes 1–16 were characterized by elemental analyses (C, H, N), high-resolution ESI+-MS, FTIR, and 1H NMR techniques, whereas unstable 17 was characterized by HRESI+-MS and FTIR. In addition, 8·C4H8O2, 12, and 16·CHCl3 were studied by single-crystal X-ray diffraction." @default.
- W2334605798 created "2016-06-24" @default.
- W2334605798 creator A5029442414 @default.
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- W2334605798 creator A5045499776 @default.
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- W2334605798 creator A5063649629 @default.
- W2334605798 creator A5089785638 @default.
- W2334605798 creator A5090699168 @default.
- W2334605798 date "2015-03-30" @default.
- W2334605798 modified "2023-09-27" @default.
- W2334605798 title "Bifunctional Reactivity of Amidoximes Observed upon Nucleophilic Addition to Metal-Activated Nitriles" @default.
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- W2334605798 doi "https://doi.org/10.1021/acs.inorgchem.5b00253" @default.
- W2334605798 hasPubMedId "https://pubmed.ncbi.nlm.nih.gov/25822628" @default.
- W2334605798 hasPublicationYear "2015" @default.