Planar-Chiral [2.2]Paracyclophane-Based Pyridonates as Ligands for Tantalum-Catalyzed Hydroaminoalkylation

被引:19
作者
Braun, Carolin [1 ,2 ]
Nieger, Martin [3 ]
Braese, Stefan [1 ,4 ]
Schafer, Laurel L. [2 ]
机构
[1] Karlsruhe Inst Technol, Inst Organ Chem, Fritz Haber Weg 6, D-76131 Karlsruhe, Germany
[2] Univ British Columbia, Dept Chem, 2036 Main Mall, Vancouver, BC V6T 1Z1, Canada
[3] Univ Helsinki, Dept Chem, POB 55, Helsinki 00014, Finland
[4] Karlsruhe Inst Technol, Inst Toxicol & Genet, Hermann von Helmholtz Pl 1, D-76344 Eggenstein Leopoldshafen, Germany
基金
加拿大自然科学与工程研究理事会;
关键词
Alkenes; Amines; Tantalum; Cyclophanes; Green chemistry; C-H ACTIVATION; ONE-POT PROCEDURE; INTERMOLECULAR HYDROAMINOALKYLATION; UNACTIVATED OLEFINS; INTRAMOLECULAR HYDROAMINOALKYLATION; TITANIUM COMPLEXES; AMIDATE COMPLEXES; SECONDARY-AMINES; DIRECT ADDITION; ALKENES;
D O I
10.1002/cctc.201900416
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
By using planar chiral [2.2]paracyclophane-containing N,O-chelating ligands for tantalum-catalyzed hydroaminoalkylation, one of the most versatile catalytic systems for this reaction to date was obtained. Convenient C-sp3-C-sp3 bond formation of amines with terminal and internal alkenes was enabled by the same insitu synthesized catalytic system of [2.2]paracyclophane-based pyridonates and Ta(CH2TMS)(3)Cl-2 that shows also very promising results for N-containing heterocycles.
引用
收藏
页码:5264 / 5268
页数:5
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