Electrochemical transformations involve
complex parameter interactions,
ranging from universal chemistry variables such as solvent and reagents
to specialist factors including electrode material and current density.
Hence, the development of a robust and scale-independent electrochemical
reaction can currently be a challenge. High-throughput experimentation
(HTE) is an enabling method for reaction optimization and robustness
testing. Here we provide an industrial and academic perspective on
the state of the art of the combination of HTE with electrochemical
reaction optimization for applications, including scale-up. We then
present our vision for a future in which HTE reduces barriers to wide
adoption of electrochemistry across the field of chemical synthesis.
A high yielding, flexible strategy to hydrazine based chemical libraries is reported. Using a single stereogenic center, good shape diversity and three dimensionality is achieved by exploitation of the fluxional behavior of the two nitrogens.
Attempts
to reproduce eight, putative, enantioselective dibromination
and chlorohydroxylation reactions from oft-cited literature studies
are described. The reactions were performed with full fidelity to
the original report wherever possible. Analysis of the enantiomeric
composition was performed by chiral stationary phase HPLC or SFC (CSP-HPLC
or CSP-SFC), as opposed to the original report, which used chiral
shift reagent NMR spectroscopy. After careful study, the reported
levels of enantioselectivity were found to be incorrect. Possible
explanations for the false positive results are discussed.
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