期刊
JOURNAL OF ORGANIC CHEMISTRY
卷 85, 期 22, 页码 14674-14683出版社
AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.0c01771
关键词
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资金
- European Research Council [YlideLigands 677749]
Ylide-substituted phosphines have been shown to be excellent ligands for C-N coupling reactions under mild reaction conditions. Here we report studies on the impact of the steric demand of the substituent in the ylide-backbone on the catalytic activity. Two new YPhos ligands with bulky ortho-tolyl (pinkYPhos) and mesityl (mesYPhos) substituents were synthesized, which are slightly more sterically demanding than their phenyl analogue but considerably less flexible. This change in the ligand design leads to higher selectivities and yields in the arylation of small primary amines compared to previously reported YPhos ligands. Even MeNH2 and EtNH2 could be coupled at room temperature with a series of aryl chlorides in high yields.
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