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An Acidity Scale of Triazolium-Based NHC Precursors in DMSO
- Source :
- The Journal of Organic Chemistry; 20240101, Issue: Preprints
- Publication Year :
- 2024
-
Abstract
- An acidity scale of triazolium-based N-heterocyclic carbene precursors was established by measuring 25 compounds’ (10a–15b) equilibrium acidities in dimethyl sulfoxide (DMSO) solution using overlapping indicator method. The pKavalues ranged from 12.08 to 15.5, responding not only to the N-aryl motif, but also to the core structure. Excellent correlation was observed between the pKavalues and the Hammett substituent constants (σp).
Details
- Language :
- English
- ISSN :
- 00223263
- Issue :
- Preprints
- Database :
- Supplemental Index
- Journal :
- The Journal of Organic Chemistry
- Publication Type :
- Periodical
- Accession number :
- ejs43017598
- Full Text :
- https://doi.org/10.1021/acs.joc.7b01755