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

被引:9
|
作者
Glushkov, V. A. [1 ,3 ]
Arapov, K. A. [1 ]
Kotelev, M. S. [1 ]
Rudowsky, K. S. [1 ]
Suponitsky, K. Yu [2 ]
Gorbunov, A. A. [3 ]
Maiorova, O. A. [3 ]
Slepukhin, P. A. [4 ]
机构
[1] Perm State Univ, Fac Chem, Perm 614990, Russia
[2] Russian Acad Sci, AN Nesmeyanov Inst Organoelement Cpds, Moscow 119991, Russia
[3] Russian Acad Sci, Urals Branch, Inst Tech Chem, Perm 614013, Russia
[4] Russian Acad Sci, Urals Branch, I Ya Postovsky Inst Organ Synth, Ekaterinburg 620041, Russia
关键词
OLEFIN-METATHESIS CATALYSTS; CROSS-COUPLING REACTIONS; MODULAR SYNTHESIS; IONIC LIQUIDS; METAL-COMPLEXES; LIGANDS; ARYL; NHC; PRECATALYST; BEARING;
D O I
10.1002/hc.20745
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Methyl 12-chloromethyl-dehydroabie-tate reacts with 1-benzyl- and 1-arylimidazoles to give unsymmetrically substituted imidazolium chlorides (1ai), 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 center dot BF4) and (1e center dot PF6). The new compounds were tested as ligands for a Pd-catalyzed Suzuki-Miyaura reaction. The molecular structure of (1e) is reported. (C) 2011 Wiley Periodicals, Inc. Heteroatom Chem 23:515, 2012; View this article online at . DOI 10.1002/hc.20745
引用
收藏
页码:5 / 15
页数:11
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