Selective anodic oxidation of solketal as acetal-protected glycerol over nickel boride in alkaline media to glyceric acid
- Alkaline anodic oxidation of glycerol suffers from facile C−C bond cleavage, especially when using non-precious metal electrocatalysts, which limits the yield of more valuable C\(_3\) oxygenates. Usually, a high C\(_3\) selectivity is a tradeoff with conversion for most catalysts. Thus, we used solketal as the reactant, which is acetal-protected glycerol with acetone. CV experiments showed that solketal is oxidized over nickel boride (Ni\(_x\)B) at potentials where NiOOH is formed. Electrolysis over Ni\(_x\)B in a thin-film spectroelectrochemical flow cell at 1.58 V vs. RHE to avoid pronounced oxygen evolution showed a stable current density of ca. 6 mA cm\(^{−2}\). Simultaneously recorded ATR-FTIR spectra revealed solketal conversion to solketalate and formate. Indeed, 59 % conversion and 77 % selectivity to glyceric acid were determined by HPLC after acidic cleavage of the acetal, resulting in a yield of 45 %. Therefore, solketal is a promising reactant for the selective electrosynthesis of glyceric acid.
| Author: | Steffen CychyORCiDGND, Sebastian LechlerGND, Martin MuhlerORCiDGND |
|---|---|
| URN: | urn:nbn:de:hbz:294-119598 |
| DOI: | https://doi.org/10.1002/celc.202101214 |
| Parent Title (English): | ChemElectroChem |
| Publisher: | Wiley-VCH |
| Place of publication: | Weinheim |
| Document Type: | Article |
| Language: | English |
| Date of Publication (online): | 2025/02/21 |
| Date of first Publication: | 2021/11/15 |
| Publishing Institution: | Ruhr-Universität Bochum, Universitätsbibliothek |
| Tag: | electrosynthesis; nickel boride; protecting group; selective anodic oxidation; solketal; thin-film ATR-FTIR flow cell |
| Volume: | 9 |
| Issue: | 4 |
| First Page: | e202101214-1 |
| Last Page: | e202101214-5 |
| Note: | Dieser Beitrag ist auf Grund des DEAL-Wiley-Vertrages frei zugänglich. |
| Institutes/Facilities: | Lehrstuhl für Technische Chemie, Laboratory of Industrial Chemistry |
| Dewey Decimal Classification: | Naturwissenschaften und Mathematik / Chemie, Kristallographie, Mineralogie |
| open_access (DINI-Set): | open_access |
| faculties: | Fakultät für Chemie und Biochemie |
| Licence (English): |  Creative Commons - CC BY 4.0 - Attribution 4.0 International |
