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Issue 48, 2015
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Thioiminium and thiaphospholanium derived from acetonitrile via nickel(ii)–(2-mercaptophenyl)phosphine complexation

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Abstract

[Ni(P(o-C6H4S)(o-C6H4SC(CH3)[double bond, length as m-dash]NH2)(C6H5))2](ClO4)2 (2) with two thioiminium functionalities is derived from CH3CN solvent under anhydrous conditions. Moreover, thiaphospholanium salts, [(C6H5)P(C6H4SC(CH3)(NHCOCH3))(o-C6H4SH)](ClO4) (3) and [(C6H5)2-P(C6H4SC(CH3)(NH3))](ClO4)2 (5), can be obtained through a similar Pinner-type nitrile activation. These results demonstrate the possible intermediate of enzymatic nitrile transformation and also provide an approach to the preparation of 2-amino-1,3-benzothiaphospholanium derivatives.

Graphical abstract: Thioiminium and thiaphospholanium derived from acetonitrile via nickel(ii)–(2-mercaptophenyl)phosphine complexation

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The article was received on 27 Aug 2015, accepted on 26 Oct 2015 and first published on 28 Oct 2015


Article type: Communication
DOI: 10.1039/C5DT03316K
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Dalton Trans., 2015,44, 20808-20811

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    Thioiminium and thiaphospholanium derived from acetonitrile via nickel(II)–(2-mercaptophenyl)phosphine complexation

    H. Chang, Y. Hsu, C. Chen, T. Kuo and W. Lee, Dalton Trans., 2015, 44, 20808
    DOI: 10.1039/C5DT03316K

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