TY - JOUR
T1 - Synthesis of Aliphatic Carboxamides Mediated by Nickel NN2-Pincer Complexes and Adaption to Carbon Isotope-Labeling
AU - Neumann, Karoline Thorum
AU - Donslund, Aske Skyum
AU - Andersen, Thomas
AU - Nielsen, Dennis Ulsøe
AU - Skrydstrup, Troels
PY - 2018/10/9
Y1 - 2018/10/9
N2 - The development of a nickel-mediated aminocarbonylation utilizing NN
2-pincer Ni-complexes, alkylzinc reagents, stoichiometric carbon monoxide and amines is described for the first time, which can be adapted to late-stage carbon-isotope labeling. This work expands the scope of the highly established palladium-promoted version of the reaction, by allowing carbon-sp
3 fragments to take part in the three-component reaction. Finally, the results obtained show a remarkable effect of the pincer ligand for the reductive elimination step with the amine, which is followed by
13C NMR spectroscopy studies.
AB - The development of a nickel-mediated aminocarbonylation utilizing NN
2-pincer Ni-complexes, alkylzinc reagents, stoichiometric carbon monoxide and amines is described for the first time, which can be adapted to late-stage carbon-isotope labeling. This work expands the scope of the highly established palladium-promoted version of the reaction, by allowing carbon-sp
3 fragments to take part in the three-component reaction. Finally, the results obtained show a remarkable effect of the pincer ligand for the reductive elimination step with the amine, which is followed by
13C NMR spectroscopy studies.
KW - alkylzinc reagents
KW - aminocarbonylation
KW - isotope labeling
KW - nickel
KW - pincer complexes
UR - http://www.scopus.com/inward/record.url?scp=85053497202&partnerID=8YFLogxK
U2 - 10.1002/chem.201804077
DO - 10.1002/chem.201804077
M3 - Journal article
C2 - 30106491
SN - 0947-6539
VL - 24
SP - 14946
EP - 14949
JO - Chemistry - A European Journal
JF - Chemistry - A European Journal
IS - 56
ER -