ArticleChemSusChem2025
Scalable Mechanochemical Synthesis of Biotin[6]uril.
Article in ChemSusChem, 2025. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 2 papers.
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Who cites it
2 citing papers in PubMed.
- Enabling technology for accelerated discovery of supramolecular materials.Chemical science · 2025Review
- Scalable Mechanochemical Synthesis of Biotin[6]uril.ChemSusChem · 2025Article
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Authors and funding
6 authors.
Funding
Abstract
Biotin[6]uril, a chiral, water-soluble and anion binding macrocycle, is formed via dynamic covalent chemistry. In this study, we present a scalable and high-yielding synthesis of biotin[6]uril via a mechanochemical solid-state approach. The optimized protocol involves mechanical grinding of solid d-biotin with paraformaldehyde in the presence of 0.3 equivalents of 48 % aqueous HBr, which functions as a catalyst, template, and liquid grinding additive. This mechanochemical process is carried out in a shaker or planetary mill, followed by aging at an elevated temperature to produce biotin[6]uril with an HPLC yield of up to 96 %. The condensation and macrocyclization reaction was successfully scaled up 82-fold, producing nearly 20 g of biotin[6]uril with a high 92 % isolated yield and 91 % purity. Compared to conventional solution-based method, this mechanochemical approach offers several advantages, including significantly higher yields, shorter reaction times, enhanced scalability, simpler operational requirements, and substantially lower process mass intensity.
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