Add time:08/14/2019 Source:sciencedirect.com
Although 3- and 4-cyanopyridine-N-oxides hydrogenate readily over Adam's platinum catalyst to form the corresponding aminomethylpyridines, complexes of these ligands with CuCl2 and Cu(ClO4)2 behave differently toward hydrogenation. In the CuCl2 case, Cu(II) is reduced to Cu(I) with only negligible concomitant and no subsequent hydrogenation of the ligands. With Cu(ClO4)2 complexes, Cu(II) is reduced to Cu(O) followed by ligand hydrogenation. The decreasing order of reactivity of potential hydrogen acceptor groups is: CN > NO > CHNH. With but minor exceptions, the behavior of the cyanopyridines and their Cu(II) and Cu(I) complexes parallels closely that of the corresponding species containing the N-oxide moiety.
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