Solution Structure of Lithium Dicyclohexylamide (Cy_2NLi) and Related Mixed Aggregates: Comparison with Lithium Diisopropylamide

摘要

We find no significant differences in the solution structures of Cy_2NLi and LDA; the assignment of Cy_2NLi as a monomer-dimer mixture based largely on a combination of spectroscopic and colligative measurements appears to be incorrect. Even when effected by the most careful experimentalist, colligative measurements can be very misleading. Lastly, given the high boiling point of the Cy_2NH and relatively low solubility of the Cy_2NLi, we see no apparent advantages offered by Cy_2NLi over LDA for organic synthesis applications.