1,3-Diaryl-7-chloroimidazo[4,5-b]pyridinium Salts As Precursors for the Preparation of Decorated NHCs and M/NHCs

1,3-Diaryl-7-chloroimidazo[4,5-b]pyridinium salts were readily prepared via chlorination of their 7-hydroxy precursors with POCl3. Their utility as platforms for the synthesis of various decorated imidazo[4,5-b]pyridinium salts via nucleophilic substitution of the chlorine atom was demonstrated in the reaction with thiols. The obtained chloro- and sulfanyl-substituted compounds were employed as N-heterocyclic carbene (NHC) precursors for the preparation of novel M/NHC (M = Pd, Cu) complexes via C2–H bond metallation.

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Publication Details

Journal
Russian Journal of General Chemistry
Published
2026-02-01
DOI
https://doi.org/10.1134/s1070363225607367
Primary Topic
N-Heterocyclic Carbenes in Organic and Inorganic Chemistry
Type
article
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article

1,3-Diaryl-7-chloroimidazo[4,5-b]pyridinium Salts As Precursors for the Preparation of Decorated NHCs and M/NHCs

Mikhail Evgenievich Minyaev, Dmitry A. Pyatakov, Maxim Aleksandrovich Shevchenko, Alexei Yu. Malakhov et al.
Russian Journal of General Chemistry
N-Heterocyclic Carbenes in Organic and Inorganic Chemistry
article

1,3-Diaryl-7-chloroimidazo[4,5-b]pyridinium Salts As Precursors for the Preparation of Decorated NHCs and M/NHCs

Mikhail Evgenievich Minyaev, Dmitry A. Pyatakov, Maxim Aleksandrovich Shevchenko, Alexei Yu. Malakhov, Konstantin E. Shepelenko
article en

Abstract

1,3-Diaryl-7-chloroimidazo[4,5-b]pyridinium salts were readily prepared via chlorination of their 7-hydroxy precursors with POCl3. Their utility as platforms for the synthesis of various decorated imidazo[4,5-b]pyridinium salts via nucleophilic substitution of the chlorine atom was demonstrated in the reaction with thiols. The obtained chloro- and sulfanyl-substituted compounds were employed as N-heterocyclic carbene (NHC) precursors for the preparation of novel M/NHC (M = Pd, Cu) complexes via C2–H bond metallation.

Russian Journal of General ChemistryVol. 96(2)
N.D. Zelinsky Institute of Organic Chemistry (RU), Platov South-Russian State Polytechnic University (RU)
Clean water and sanitation
Openalex Percentile: Top 54%
N-Heterocyclic Carbenes in Organic and Inorganic Chemistry
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1,3-Diaryl-7-chloroimidazo[4,5-b]pyridinium Salts As Precursors for the Preparation of Decorated NHCs and M/NHCs — Mikhail Evgenievich Minyaev, Dmitry A. Pyatakov, et al. · Russian Journal of General Chemistry (2026) | TGRS Research Map | TGRS