Abstract
Due to the high oxidation potential between AuI and AuIII, gold redox catalysis requires at least stoichiometric amounts of a strong oxidant. We herein report the first example of an electrochemical approach in promoting gold-catalyzed oxidative coupling of terminal alkynes. Oxidation of AuI to AuIII was successfully achieved through anode oxidation, which enabled facile access to either symmetrical or unsymmetrical conjugated diynes through homo-coupling or cross-coupling. This report extends the reaction scope of this transformation to substrates that are not compatible with strong chemical oxidants and potentiates the versatility of gold redox chemistry through the utilization of electrochemical oxidative conditions.
Original language | English (US) |
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Pages (from-to) | 17226-17230 |
Number of pages | 5 |
Journal | Angewandte Chemie - International Edition |
Volume | 58 |
Issue number | 48 |
DOIs | |
State | Published - Nov 25 2019 |
All Science Journal Classification (ASJC) codes
- Catalysis
- General Chemistry
Keywords
- 1,3-diynes
- electrochemistry
- gold
- oxidative coupling
- redox catalysis