Iodide Anion Enables a Reductive Cross-Electrophile Coupling for Preparing Tertiary Amines
Miran Lemmerer1, Veronica Tona1, David Just1
1Institute of Organic Chemistry, University of Vienna, Währinger Straße 38, 1090, Vienna, Austria.
Abstract:
The reducing power of iodide anion is an underexplored property that can be used for the cross-electrophile coupling of organic molecules. Herein we harness this trait for the preparation of tertiary amines through the combination of two simple reagents: an electrophilic-carbon precursor and an iminium iodide in a dual role - both as nitrogen-containing building block and as reducing agent. The underlying mechanism of this new C-C bond-formation paradigm is explored through a combination of experiment and quantum chemical calculations.
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