Changing the Palladium Coordination to Phosphinoimidazolines with a Remote Triazole Substituent

被引：13

作者：

de la Fuente, Veronica ^{[2
]}

Marcos, Rocio ^{[3
]}

Cambeiro, Xacobe C. ^{[3
]}

Castillon, Sergio ^{[1
]}

Claver, Carmen ^{[2
]}

Pericas, Miquel A. ^{[3
,4
]}

机构：

[1] Univ Rovira & Virgili, Dept Quim Analit & Quim Organ, Tarragona 43007, Spain

[2] Univ Rovira & Virgili, Dept Quim Fis & Quim Inorgan, Tarragona 43007, Spain

[3] Inst Chem Res Catalonia ICIQ, Tarragona 43007, Spain

[4] Univ Barcelona, Dept Quim Organ, E-08028 Barcelona, Spain

来源：

ADVANCED SYNTHESIS & CATALYSIS | 2011年 / 353卷 / 18期

关键词：

allylic substitution; asymmetric catalysis; palladium; phosphinoimidazoline ligands; triazole ligands; ENANTIOSELECTIVE ALLYLIC AMINATION; PHOSPHORUS-CONTAINING OXAZOLINE; 1,3-DIPOLAR CYCLOADDITIONS; IMIDAZOLINE LIGANDS; CONTINUOUS-FLOW; CHIRAL LIGANDS; HYDROGENATION; CATALYSIS; VERSATILE; HAMMETT;

D O I：

10.1002/adsc.201100684

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

Phosphinoimidazoline (PHIM) ligands bearing a triazolylmethyl substituent at the sp3 nitrogen atom in the imidazoline ring lead to highly improved enantioselectivity (up to 99% ee) in allylic substitution reactions with respect to analogous ligands with substituents lacking the triazole unit. NMR and theoretical studies support a shift in the coordination mode of the PHIM ligand to palladium, triggered by a very favourable interaction with the triazole unit.

引用

页码：3255 / 3261

页数：7

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