Siu T, Li W, Yudin A K
Department of Chemistry, University of Toronto, 80 St. George Street, Toronto, Ontario M5S 3H6, Canada.
J Comb Chem. 2001 Nov-Dec;3(6):554-8. doi: 10.1021/cc0100159.
Parallel reductive hydrocoupling of aldimines was performed to generate vicinal diamines using the spatially addressable electrolysis platform (SAEP). The stainless steel cathodes and sacrificial aluminum anodes were used in this electrosynthesis methodology. Introducing a large substituent on the imino nitrogen atom efficiently controls stereoselectivity of the electroreductive coupling process. This method can now be applied to the generation of libraries of 1,2-diamines, which further expands the techniques of parallel synthesis and combinatorial electrochemistry.