TY - JOUR
T1 - Research on the design, synthesis, and catalytic activity of chiral N-heterocyclic carbene ligand-metal complexes
AU - Usui, Kensuke
AU - Yoshida, Takuya
AU - Nakada, Masahisa
N1 - Funding Information:
This work was financially supported in part by a Grant-in-Aid for Challenging Exploratory Research (No. 26670007 ) from JSPS , Japan and a Waseda University Grant for Special Research Projects.
Publisher Copyright:
© 2016 Elsevier Ltd.
PY - 2016/2/15
Y1 - 2016/2/15
N2 - New chiral C2 symmetric N-heterocyclic carbene (NHC) ligands with a binaphthyl backbone have been synthesized. X-ray crystallographic analysis of the new NHC-AuCl complex revealed that the phenyl groups of the binaphthyl backbone sterically regulated the direction of the nitrogen substituents of the imidazolylidene which would induce enantioselectivity in reactions. The new cationic NHC-Au(I) complexes efficiently catalyzed the cyclization of a 1,6-ene-yne and the intermediate of the cyclization was trapped by MeOH to afford the final product in high yields with up to 44% ee.
AB - New chiral C2 symmetric N-heterocyclic carbene (NHC) ligands with a binaphthyl backbone have been synthesized. X-ray crystallographic analysis of the new NHC-AuCl complex revealed that the phenyl groups of the binaphthyl backbone sterically regulated the direction of the nitrogen substituents of the imidazolylidene which would induce enantioselectivity in reactions. The new cationic NHC-Au(I) complexes efficiently catalyzed the cyclization of a 1,6-ene-yne and the intermediate of the cyclization was trapped by MeOH to afford the final product in high yields with up to 44% ee.
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U2 - 10.1016/j.tetasy.2015.12.006
DO - 10.1016/j.tetasy.2015.12.006
M3 - Article
AN - SCOPUS:84956604334
VL - 27
SP - 107
EP - 113
JO - Tetrahedron Asymmetry
JF - Tetrahedron Asymmetry
SN - 0957-4166
IS - 2-3
ER -