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Scalable Synthesis of 1,3,4,5-Tetraaryl Imidazolium Salts as Precursors of Sterically Demanding N-Heterocyclic Carbenes
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SYSNO ASEP 0532451 Document Type J - Journal Article R&D Document Type Journal Article Subsidiary J Článek ve WOS Title Scalable Synthesis of 1,3,4,5-Tetraaryl Imidazolium Salts as Precursors of Sterically Demanding N-Heterocyclic Carbenes Author(s) Azap, C. (DE)
Christoffers, A. (DE)
Kadyrov, Renat (UACH-T) SAI, ORCIDNumber of authors 3 Source Title SynOpen. - : Georg Thieme Verlag - ISSN 2509-9396
Roč. 4, č. 1 (2020), s. 1-11Number of pages 11 s. Language eng - English Country DE - Germany Keywords nucleophilic carbenes ; ruthenium catalysts ; ligands ; carbene ligands ; heterocycles ; imidazolium salts ; imidazolin-thiones ; thioureas Subject RIV CA - Inorganic Chemistry OECD category Inorganic and nuclear chemistry Method of publishing Open access Institutional support UACH-T - RVO:61388980 UT WOS 000508875700001 EID SCOPUS 85101295003 DOI 10.1055/s-0039-1690338 Annotation A convenient, large-scale, and cost-efficient synthesis of 4,5-diarylsubstituted N , Ndiarylimidazolium salts is described. A variety of 1,3,4,5-tetraaryl imidazolium salts with increasing electron donation and steric bulk of the Naryl groups was synthesized in good yields. In the key step, readily available N , N '-diarylthioureas and benzoin/anisoin are coupled to give imidazole-2-thiones, followed by imidazolium salt formation by oxidative desulfurization. In this way, N , Ndiarylimidazolium salts with 2-methoxy, 2-methyl, and 2-isopropyl substituents could be obtained, the synthesis of their 2- tertbutyl, 2,6-dimethyl, and 2,6-diisopropyl analogues failed. Workplace Institute of Inorganic Chemistry Contact Jana Kroneislová, krone@iic.cas.cz, Tel.: 311 236 931 Year of Publishing 2021 Electronic address http://hdl.handle.net/11104/0310939
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