From the journal:

Chemical Communications

The Lewis basicity of amines on the Legault iodonium Lewis acidity scale†

Soocheta Jha,a   Souradeep Basu,a   Madison Boba  and  David R. Stuart ORCID logo *a  

* Corresponding authors

a Department of Chemistry, Portland State University, Portland, Oregon 97201, USA
E-mail: dstuart@pdx.edu

Abstract

Diaryliodonium–amine complexes are proposed as key intermediates in metal-free C–N coupling reactions. Herein, 1H NMR titration is used to quantify association constants (Ka) between diaryliodonium triflates and synthetically relevant amines from which the amine Lewis basicity (LBI) parameter is calculated. Compared to anionic Lewis bases, distinct solvent effects are observed.

Graphical abstract: The Lewis basicity of amines on the Legault iodonium Lewis acidity scale

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Article information

DOI
https://doi.org/10.1039/D5CC01711D
Article type
Communication
Submitted
26 mar 2025
Accepted
30 giu 2025
First published
01 lug 2025
This article is Open Access
Creative Commons BY license

Chem. Commun., 2025, Advance Article

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The Lewis basicity of amines on the Legault iodonium Lewis acidity scale

S. Jha, S. Basu, M. Bob and D. R. Stuart, Chem. Commun., 2025, Advance Article , DOI: 10.1039/D5CC01711D

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