Planar-Chiral [2.2]Paracyclophane-Based Amides as Proligands for Titanium- and Zirconium-Catalyzed Hydroamination

被引：33
|
作者：
Braun, Carolin [1 ]
Braese, Stefan [1 ,2 ]
Schafer, Laurel L. [3 ]
机构：
[1] Karlsruhe Inst Technol, Inst Organ Chem, Fritz Haber Weg 6, D-76131 Karlsruhe, Germany
[2] Karlsruhe Inst Technol, Inst Toxicol & Genet, Hermann von Helmholtz Pl 1, D-76344 Eggenstein Leopoldshafen, Germany
[3] Univ British Columbia, Dept Chem, 2036 Main Mall, Vancouver, BC V6T 1Z1, Canada
来源：
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 2017年 / 2017卷 / 13期
关键词：
Hydroamination; Cyclophanes; Chirality; Asymmetric catalysis; Ligand design; ASYMMETRIC INTRAMOLECULAR HYDROAMINATION; MACRO RINGS; INTERMOLECULAR HYDROAMINATION; ENANTIOMERICALLY PURE; AMIDATE COMPLEXES; DERIVATIVES; ALKENES; LANTHANIDE; HYDROAMINOALKYLATION; PRECATALYST;
D O I：
10.1002/ejoc.201700101
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A synthetic route to racemic and enantiopure planar chiral [2.2]paracyclophanes with amide groups was developed to combine the well-established reactivity of amides as N,O-chelating ligands in hydroamination reactions with the planar chirality of the [2.2]paracyclophane backbone. A mono- as well as a tethered bis(amide) were synthesized and investigated as ligands for titanium and zirconium. Hydroamination reactivity studies showed their ability to translate their planar chirality into central chirality in the product.
引用
收藏
页码：1760 / 1764
页数：5
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