Nickel-catalyzed C–N bond activation: activated primary amines as alkylating reagents in reductive cross-coupling
Type
ArticleAuthors
Yue, HuifengZhu, Chen

Shen, Li
Geng, Qiuyang
Hock, Katharina J.
Yuan, Tingting
Cavallo, Luigi

Rueping, Magnus

KAUST Department
Chemical Science ProgramKAUST Catalysis Center (KCC)
Physical Science and Engineering (PSE) Division
Date
2019Permanent link to this record
http://hdl.handle.net/10754/631810
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Show full item recordAbstract
Nickel-catalyzed reductive cross coupling of activated primary amines with aryl halides under mild reaction conditions has been achieved for the first time. Due to the avoidance of stoichiometric organometallic reagents and external bases, the scope regarding both coupling partners is broad. Thus, a wide range of substrates, natural products and drugs with diverse functional groups are tolerated. Moreover, experimental mechanistic investigations and density functional theory (DFT) calculations in combination with wavefunction analysis have been performed to understand the catalytic cycle in more detail.Citation
Yue H, Zhu C, Shen L, Geng Q, Hock KJ, et al. (2019) Nickel-catalyzed C–N bond activation: activated primary amines as alkylating reagents in reductive cross-coupling. Chemical Science. Available: http://dx.doi.org/10.1039/c9sc00783k.Sponsors
H. Y. acknowledges the China Scholarship Council. C. Z. acknowledges the King Abdullah University of Science and Technology (KAUST) for support and the KAUST Supercomputing Laboratory for providing computational resources of the supercomputer Shaheen II.Publisher
Royal Society of Chemistry (RSC)Journal
Chemical Scienceae974a485f413a2113503eed53cd6c53
10.1039/c9sc00783k
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