1433897-26-7Relevant articles and documents
Efficient synthesis of bulky N-Heterocyclic carbene ligands for coinage metal complexes
Kim, Youngsuk,Kim, Yonghwi,Hur, Moon Young,Lee, Eunsung
, p. 1 - 7 (2016)
A facile and efficient route to synthesize sterically bulky N-heterocyclic carbenes with high percent buried volumes has been developed. The method involves three steps from commercial reagents and produced the NHC precursors with approximately 40% overall yield without column chromatography. The free carbenes were isolated as confirmed by X-ray crystallography and13C NMR peak at 213?ppm corresponding to the carbene carbons. The Cu(I), Ag(I), and Au(I) chloride complexes supported by the NHC ligands were successfully synthesized and fully characterized including X-ray crystallography.
Pd/NHC-catalyzed cross-coupling reactions of nitroarenes
Kashihara, Myuto,Zhong, Rong-Lin,Semba, Kazuhiko,Sakaki, Shigeyoshi,Nakao, Yoshiaki
supporting information, p. 9291 - 9294 (2019/08/08)
N-Heterocyclic carbene (NHC) ligands effective for the cross-coupling of nitroarenes were identified. A rational design of the NHC ligand structures enabled significant reduction of catalyst loadings compared with the previous system employing BrettPhos as a phosphine ligand. Experimental and theoretical studies to compare these ligands gave some insights into high activity of the newly developed NHC ligands.
Chiral, Sterically Demanding N-Heterocyclic Carbenes Fused into a Heterobiaryl Skeleton: Design, Synthesis, and Structural Analysis
Espina, Manuela,Rivilla, Ivan,Conde, Ana,Díaz-Requejo, M. Mar,Pérez, Pedro J.,álvarez, Eleuterio,Fernández, Rosario,Lassaletta, José M.
, p. 1328 - 1338 (2015/04/27)
A series of Cu(I), Ag(I), and Au(I) complexes incorporating a new family of imidazopyridin-3-ylidene ligands substituted by a diphenylpyrrolidino group at N(1) and aryl groups at C(5) has been synthesized and their structures determined by X-ray diffracti
Steric and electronic effects in the formation and carbon disulfide reactivity of dinuclear nickel complexes supported by bis(iminopyridine) ligands
Bheemaraju, Amarnath,Beattie, Jeffrey W.,Tabasan, Erwyn G.,Martin, Philip D.,Lord, Richard L.,Groysman, Stanislav
, p. 2952 - 2962 (2013/06/27)
We are developing bimetallic platforms for the cooperative activation of heteroallenes. Toward this goal, we designed a new family of bis(iminopyridine) ((N,N′-1,1′-(1,4-phenylene)bis(N-(pyridin-2-ylmethylene)methanamine) and N,N′-1,1′-(1,4-phenylene)bis(N-(1-(pyridin-2-yl)ethylidene) methanamine)) dinickel complexes, synthesized their CS2 compounds, and studied their reactivity. Bis(iminopyridine) ligands L react with Ni(COD)2 to form Ni2(L)2 complexes or Ni 2(L)(COD)2 complexes as a function of the steric and electronic properties of the ligand precursor. Product structures disclosed an anti geometry in the Ni2(L)(COD)2 species and helical (anti) structures for Ni2(L)2 complexes. Carbon disulfide adducts Ni2(L)(CS2)2 were obtained in good yields upon addition of CS2 to Ni2(L)(COD)2 or in a one-pot reaction of L with 2 equiv of both Ni(COD)2 and CS 2. Ni2(L)(CS2)2 complexes are highly flexible, displaying both syn and anti conformations (shortest S- - -S separations of 5.0 and 9.5 A, respectively) in the solid state. DFT calculations demonstrate virtually no energy difference between the two conformations. Electrochemical studies of the Ni2(L)(CS 2)2 complexes displayed two ligand-based reductions and a broad CS2-based oxidation. Chemical oxidation with [FeCp 2]+ liberated free CS2. The addition of NHC (NHC = 1,3-di-tert-butylimidazolin-2-ylidene) to Ni2(L)(CS 2)2 yielded Ni2(NHC)2(CS 2)2, in which both carbon disulfide ligands are bridging two Ni centers.
