N-heterocyclic carbenes. IV.1synthesis of symmetrical and unsymmetrical imidazolium salts with abietane moiety

Autor: K. Yu. Suponitsky, O. A. Maiorova, M. S. Kotelev, Vladimir A. Glushkov, K. S. Rudowsky, K. A. Arapov, A. A. Gorbunov, Pavel A. Slepukhin
Rok vydání: 2011
Předmět:
Zdroj: Heteroatom Chemistry. 23:5-15
ISSN: 1042-7163
DOI: 10.1002/hc.20745
Popis: Methyl 12-chloromethyl-dehydroabie-tate reacts with 1-benzyl- and 1-arylimidazoles to give unsymmetrically substituted imidazolium chlorides (1a–i), with abietane moiety. Starting from methyl 12-aminodehydroabietate, symmetrically substituted diterpene-based salts of imidazolinium (4) and imidazolium (5) were synthesized. Anion exchange afforded corresponding (1e·BF4) and (1e·PF6). The new compounds were tested as ligands for a Pd-catalyzed Suzuki-Miyaura reaction. The molecular structure of (1e) is reported. © 2011 Wiley Periodicals, Inc. Heteroatom Chem 23:5–15, 2012; View this article online at wileyonlinelibrary.com. DOI 10.1002/hc.20745
Databáze: OpenAIRE