Fig. 4: The substrate scope and condition screening results.
From: An automatic end-to-end chemical synthesis development platform powered by large language models
The copper/TEMPO-catalyzed aerobic oxidation reaction of (a) monohydric alcohols and (b) diols to the corresponding aldehydes in the screening task. Reaction condition: substrate (0.25 mmol), 5 mol% Cu catalyst, 5 mol% bpy, 5 mol% TEMPO, and 10 mol% base were dissolved in DMSO solvent (1.25 mL), and reaction was performed under room temperature and open to air for 2 (monohydric alcohols) or 6 (diols) hours. The aldehyde products derived from the oxidation of the corresponding (c) monohydric alcohol and (d) diols. 1-12 s represent the 12 alcohol substrates, and 1-12p correspond to the respective aldehyde products. Yield heat maps for the oxidation of (e) monohydric alcohols and (f) diols under various combinations of copper catalyst and base. The dagger symbol indicates that yields were analyzed by Spectrum Analyzer (Supplementary Information Section 3.2.2). The asterisk indicates that yields were calculated by manual processing due to peak overlapping issues for diol oxidations (Supplementary Information Section 3.2.3).
