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
(1981)Doi:10.1007/s11172-006-0023-7
(2005)Doi:10.1246/bcsj.57.1897
(1984)Doi:10.1023/A:1011616924260
(2001)Doi:10.1007/BF00765591
(1981)Doi:10.1016/S0040-4039(03)00006-6
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