1. Taming Heavier Group 14 Imine Analogues: Accessing Tin Nitrogen [Sn=N] Double Bonds and their Cycloaddition/Metathesis Chemistry.
- Author
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Fischer, Malte, Roy, Matthew M. D., Wales, Lewis. L., Ellwanger, Mathias A., McManus, Caitilin, Roper, Aisling F., Heilmann, Andreas, and Aldridge, Simon
- Subjects
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METATHESIS reactions , *DOUBLE bonds , *RING formation (Chemistry) , *TIN , *NITROGEN , *FUNCTIONAL groups - Abstract
A systematic study to access stable stannaimines is reported, by combining different heteroleptic stannylenes with a range of organic azides. The reactions of terphenyl‐/hypersilyl‐substituted stannylenes yield the putative tin nitrogen double bond, but is directly followed by 1,2‐silyl migration to give SnII systems featuring bulky silylamido ligands. By contrast, the transition from a two σ donor ligand set to a mixed σ‐donor/π‐donor scaffold allows access to three new stannaimines which can be handled at room temperature. The reactivity profile of these Sn=N bonded species is crucially dependent on the substituent at the nitrogen atom. As such, the Sn=NMes (Mes=2,4,6‐Me3C6H2) system is capable of activating a broad range of substrates under ambient conditions via 1,2‐addition reactions, [2+2] and [4+2] cycloaddition reactions. Most interestingly, very rare examples of main group multiple bond metathesis reactions are also found to be viable. [ABSTRACT FROM AUTHOR]
- Published
- 2022
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