Synthesis of dicationic hetarylmethylimidazolium salts via the reaction of N, N′-diaryl-4-chloromethylimidazolium chlorides with N-heterocycles

Synthesis of dicationic hetarylmethylimidazolium salts via the reaction of N, N′-diaryl-4-chloromethylimidazolium chlorides with N-heterocycles Full article

Journal

Russian Chemical Bulletin
ISSN: 1573-9171 , E-ISSN: 1066-5285

Output data

Year: 2023, Volume: 72, Number: 5, Pages: 1225-1232 Pages count : 8 DOI: 10.1007/s11172-023-3893-z

Authors

Shevchenko M.A. ¹ , Pasyukov D.V. ¹ , Tkachenko Yu.N. ¹ , Minyaev M.E. ² , Chernyshev V.M. ¹

Affiliations

1	Platov South-Russian State Polytechnic University (NPI), Novocherkassk, Rostov region, Russian Federation
2	N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow, Russian Federation

The reaction between N, N′-diaryl-4-chloromethylimidazolium chlorides and N-nucleophiles, viz. various azoles and azines, which proceeds via nucleophilic substitution of the chlorine atom in the chloromethyl group and leads to new dicationic 4-hetarylmethylimidazolium salts, was investigated. This reaction is reversible, whereas the yield of product of the nucleophilic substitution depends significantly on the structure of heterocyclic nucleophile and the nature of used solvent. A series of new dicationic 4-hetarylmethylimidazolium salts was obtained, and they are of interest as promising components of ionic liquids and precursors of N-heterocyclic carbenes.

Shevchenko M.A. , Pasyukov D.V. , Tkachenko Y.N. , Minyaev M.E. , Chernyshev V.M.
Synthesis of dicationic hetarylmethylimidazolium salts via the reaction of N, N′-diaryl-4-chloromethylimidazolium chlorides with N-heterocycles
Russian Chemical Bulletin. 2023. V.72. N5. P.1225-1232. DOI: 10.1007/s11172-023-3893-z WOS Scopus OpenAlex

≡ Web of science:	WOS:000995788300017
≡ Scopus:	2-s2.0-85160239739
≡ OpenAlex:	W4378550335