Issue 5, 2022

Reversible addition of tin(ii) amides to nitriles

Abstract

Lappert's stannylene (Sn[N(SiMe3)2]2) has been reacted with various nitriles, dinitriles and trinitriles with the formation of heteroleptic amidotin(II) amidinates of the general formulae [RC(NSiMe3)2]SnN(SiMe3)2, R′{[C(NSiMe3)2]SnN(SiMe3)2}2 and R′′{[C(NSiMe3)2]SnN(SiMe3)2}3, where R = Ph (1), 2-(CN)-C6H4 (2), 3-(CN)-C6H4 (3); R′ = 1,3-C6H4 (4), 1,4-C6H4 (5) and R′′ = 1,3,5-C6H3 (6). The reactions of amidotin(II) benzamidinate 1 with an excess of benzonitrile proceed to homoleptic tin(II) bis(benzamidinate) [PhC(NSiMe3)2]2Sn, which reversibly eliminates benzonitrile and 1 when warmed. The premise of reversibility has been supported by a multinuclear time-dependent NMR study and a theoretical (DFT) description. On the other hand, magnesium(II) bis(benzamidinate) [PhC(NSiMe3)2]2Mg (8) and lanthanum(II) tris(benzamidinate) [PhC(NSiMe3)2]3La (7) have been synthesised from appropriate metal hexamethyldisilazides and benzonitrile.

Graphical abstract: Reversible addition of tin(ii) amides to nitriles

Supplementary files

Article information

Article type
Paper
Submitted
30 nov 2021
Accepted
27 dec 2021
First published
12 jan 2022

Dalton Trans., 2022,51, 1879-1887

Reversible addition of tin(II) amides to nitriles

T. Chlupatý, K. Brichová, M. A. Samsonov, Z. Růžičková and A. Růžička, Dalton Trans., 2022, 51, 1879 DOI: 10.1039/D1DT04060J

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