Chiral pyridylimidazolines: synthesis, arene ruthenium complexes and application in asymmetric catalysis
Chiral pyridylimidazolines: synthesis, arene ruthenium complexes and application in asymmetric catalysis
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DOI：
10.1039/b103175a
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发表时间：
2001-01-01
期刊：
影响因子：
--
通讯作者：
Russell, DR
中科院分区：
文献类型：
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作者：
Davenport, AJ;Davies, DL;Russell, DR
(1S,2S)-1,2-二苯基乙二胺和2-氰基吡啶缩合得到手性吡啶基咪唑啉(L-1)，去质子化然后用碘甲烷处理得到NMe衍生物(L-2)。在 NaSbF6 存在下，吡啶基咪唑啉与 [RuCl2(mes)](2) (mes=1,3,5-三甲基苯)反应，得到 [RuCl(L)(mes)][SbF6] (1,2)，已通过 X 射线晶体学表征。经过 AgSbF6 处理后，这两种配合物都是异丁烯醛和环戊二烯 Diels-Alder 反应的对映选择性催化剂。
Condensation of (1S,2S)-1,2-diphenylethylenediamine and 2-cyanopyridine gives the chiral pyridylimidazoline (L-1), deprotonation followed by treatment with methyl iodide gives an NMe derivative (L-2). The pyridylimidazolines react with [RuCl2(mes)](2) (mes=1,3,5-trimethylbenzene) in the presence of NaSbF6 to give [RuCl(L)(mes)][SbF6] (1,2) which have been characterised by X-ray crystallography. After treatment with AgSbF6 both complexes are enantioselective catalysts for the Diels-Alder reaction of methacrolein and cyclopentadiene.