796038-69-2Relevant academic research and scientific papers
Samarium diiodide-induced asymmetric synthesis of optically pure unsymmetrical vicinal diamines by reductive cross-coupling of nitrones with N-tert-butanesulfinyl imines
Zhong, Yu-Wu,Xu, Ming-Hua,Lin, Guo-Qiang
, p. 3953 - 3956 (2004)
(Chemical Equation Presented) An efficient method for the preparation of optically pure unsymmetrical vicinal diamines by the SmI2-induced reductive cross-coupling of nitrones with chiral N-tert-butanesulfinyl imines was developed. This is the
Synthesis and cytotoxic evaluation of novel platinum(II) complexes with C2-asymmetric and C2-symmetric chiral vicinal diamines
Zhang, Chen,Liu, Hongrui,Yang, Qing,Chang, Jun,Sun, Xun
, p. 154 - 158 (2013/08/24)
A series of new platinum(II) complexes with C2-asymmetric and C2-symmetric 1,2-diamines were designed and synthesized by convenient methods, involving samarium diiodide induced reductive coupling as the key step. The results of cytotoxicity showed that compounds (R,R)-11a and (S,S)-11a, two novel platinum(II) complexes with asymmetric 1,2-diamines, exhibited more potent cytotoxicity than that of oxaliplatin against all leukemia cell lines. Interestingly, (R,R)-11a and (S,S)-11a demonstrated less potent activity against three solid cancer cell lines than that of oxaliplatin, which indicated that these two compounds may only selectively inhibit the leukemia cell lines. In contrast, (R,R)-15a and (S,S)-15a, two platinum(II) complexes with symmetric 1,2-diamines, showed similar cytotoxicity to that of oxaliplatin against all leukemia cell lines and more potent activity against solid cancer cell lines. Further flow cytometry data indicated that (R,R)-11a could obviously arrest leukemia K562 cells in G2/M phases. A series of new platinum(II) complexes with C2-asymmetric and C2-symmetric 1,2-diamines were designed and synthesized by convenient methods, involving samarium diiodide induced reductive coupling as the key step. The cytotoxicity of these analogs against four leukemia and three solid cancer cell lines was evaluated and the preliminary structure-activity relationship is also discussed. Flow cytometry data indicated that (R,R)-11a could obviously arrest leukemia K562 cells in G2/M phases. Copyright
Ruthenium(II)-catalyzed asymmetric transfer hydrogenation using unsymmetrical vicinal diamine-based ligands: Dramatic substituent effect on catalyst efficiency
Zhang, Bo,Wang, Hui,Lin, Guo-Qiang,Xu, Ming-Hua
experimental part, p. 4205 - 4211 (2011/09/14)
The use of unsymmetrical vicinal diamines as ligands for Ru-catalyzed asymmetric transfer hydrogenation is described. With a SmI2-mediated cross-coupling protocol, a series of enantiomerically pure unsymmetrical vicinal diamines were readily prepared and examined in the asymmetric transfer hydrogenation. It was found that an aromatic substituent on the carbon bearing the-NHTs group and a bulky alkyl substituent on the other side, are both very important for the effectiveness of the ligand, suggesting that the substituent has a dramatic effect on the catalyst efficiency. With ligand 8, excellent enantioselectivities that are comparable to N-tosyl-1,2-diphenylethane-1,2- diamine (TsDPEN) were achieved. The results provide some helpful information on the mechanism of Ru-catalyzed asymmetric transfer hydrogenation. A series of unsymmetrical vicinal diamines were prepared and examined as chiral ligands for Ru-catalyzed asymmetric transfer hydrogenation.
