Journal of the Chemical Society, Dalton Transactions p. 1520 - 1523 (1981)
Update date:2022-09-26
Topics:
Aresta, Michele
Ciminale, Francesco
Silver(I) promotes H-D exchange at the 2-methyl group of 2-methyl-6-nitrobenzothiazole (mnbt) in the presence of CD3OD in dimethyl sulphoxide (dmso).Moreover, the alcohol in dmso causes nucleophilic attack at the c2 of mnbt with subsequent cleavage of the C-S bond and opening of the thiazole ring to afford (2-amino-5-nitrobenzenethiolato-S)silver(I).In a similar reaction, the unsubstituted benzothiazole ring is opened to afford the silver(I) salt of 2-aminobenzenethiol.The role of the electronic structure of silver(I) in the ring-opening reaction is discussed and compared with the behaviour of analogous complexes of iron(II) and rhodium(I) with MeOH.
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Doi:10.1016/0040-4039(81)80117-7
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(2005)Doi:10.1246/bcsj.57.1897
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