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 ១១ 2021
Accepted
27 ១២ 2021
First published
12 ១ 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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