Synthesis of 4-amino-1,3-diarylimidazolium chlorides

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Resumo

The first representatives of 4-amino-1,3-diarylimidazolium chlorides have been synthesized by heating chloroacetonitrile with N,Nʹ-diarylformamidines containing alkyl substituents at positions 2 and 6 of the N-aryl groups. The possibility of postfunctionalization of the obtained aminoimidazolium salts by acylation of the amino group was demonstrated, as well as their applicability as precursors of N-heterocyclic carbenes in the synthesis of Cu/NHC complexes after preliminary protection of the amino group.

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Sobre autores

M. Shevchenko

Platov South-Russian State Polytechnic University (NPI)

Email: chern13@yandex.ru
Rússia, 346428, Novocherkassk

D. Pasyukov

Platov South-Russian State Polytechnic University (NPI)

Email: chern13@yandex.ru
Rússia, 346428, Novocherkassk

I. Lavrentiev

Platov South-Russian State Polytechnic University (NPI)

Email: chern13@yandex.ru
Rússia, 346428, Novocherkassk

M. Minyaev

N.D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences

Email: chern13@yandex.ru
Rússia, 119991, Moscow

V. Chernyshev

Platov South-Russian State Polytechnic University (NPI)

Autor responsável pela correspondência
Email: chern13@yandex.ru
Rússia, 346428, Novocherkassk

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2. Scheme 1. Synthesis of compounds 2a–e and the main reaction products of compound 1f with chloroacetonitrile.

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3. Scheme 2. Synthesis of compounds 6a–c and 7a–c.

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4. Fig. 1. The molecular structure of complex 7a. One of the two nonequivalent molecules of the complex is shown. Hydrogen atoms are not shown. Vibrations of nonhydrogen atoms are shown in an anisotropic approximation (p = 50%).

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