The Lewis basicity of amines on the Legault iodonium Lewis acidity scale
Diaryliodonium-amine complexes are proposed as key intermediates in metal-free C-N coupling reactions. Herein, <sup>1</sup>H NMR titration is used to quantify association constants (<i>K</i><sub>a</sub>) between diaryliodonium triflates and synthetically relevant amines from which the amine Lewis basicity (LB<sub>I</sub>) parameter is calculated. Compared to anionic Lewis bases, distinct solvent effects are observed.
Authors
- Souradeep Basu (ORCID: https://orcid.org/0000-0002-7685-1405)
- David R. Stuart (ORCID: https://orcid.org/0000-0003-3519-9067)
- Soocheta Jha
- Madison Bob
Institutions
- Portland State University (US)
Publication Details
- Journal
- Chemical Communications
- Published
- 2025-01-01
- DOI
- https://doi.org/10.1039/d5cc01711d
- Citations
- 2
- Primary Topic
- Oxidative Organic Chemistry Reactions
- Type
- article
- Field-Weighted Citation Impact
- 1.87
Funders
- National Science Foundation