Redox Cycling with Tellurium. Si-H Bond Activation by a Lewis Superacidic Tellurenyl Cation

Chemistry. 2024 Oct 28:e202403496. doi: 10.1002/chem.202403496. Online ahead of print.

Abstract

The C,N-chelated aryltellurenyl triflate [2-(tBuNCH)C6H4Te][OTf] (1) activates the Si-H bonds in the tertiary silanes R3SiH via umpolung of H- to H+ to give rise to the iminium salts (tBuN(H)CH)C6H4TeSiR3][OTf] (2R, R=Et, Ph (elusive) and R=Si(CH3)3 isolated; OTf=O3SCF3) comprising Te-Si bonds, which are capable of generating silyl triflates, R3SiOTf, under attack of a second equivalent of 1. The unprecedented Si-H activation was utilized in main group redox catalysis using p-quinones, which were converted into (silylated) hydroquinones.

Keywords: Bond activation; Redox catalysis; Silane; Silicon; Tellurium.