In organic chemistry, atoms other than carbon and hydrogen are generally referred to as heteroatoms. The most common heteroatoms are nitrogen, oxygen and sulfur. Now I present to you an article called Highly Enantioselective Hydrogenation of Quinoline and Pyridine Derivatives with Iridium-(P-Phos) Catalyst, published in 2010-04-30, which mentions a compound: 221012-82-4, mainly applied to quinoline dihydroquinolinone enantioselective hydrogenation iridium phosphino bipyridine catalyst; tetrahydroquinoline hexahydroquinolinone asym synthesis, COA of Formula: C38H34N2O4P2.
The use of a chiral iridium catalyst generated in situ from the (cyclooctadiene)iridium chloride dimer, [Ir(COD)Cl]2, the P-Phos ligand [4,4′-bis(diphenylphosphino)-2,2′,6,6′-tetramethoxy-3,3′-bipyridine] and iodine for the asym. hydrogenation of 2,6-substituted quinolines and 2-substituted 7,8-dihydroquinolin-5(6H)-ones is reported. The catalyst worked efficiently to hydrogenate a series of quinoline derivatives to provide chiral 1,2,3,4-tetrahydroquinolines in high yields and up to 96% ee. The hydrogenation was carried out at high S/C (substrate to catalyst) ratios of 2000-50000, reaching up to 4000 h-1 TOF (turnover frequency) and up to 43000 TON (turnover number). The catalytic activity is found to be additive-controlled. At low catalyst loadings, decreasing the amount of additive I2 was necessary to maintain the good conversion. The same catalyst system could also enantioselectively hydrogenate 2-substituted 7,8-dihydroquinolin-5(6H)-ones, affording the chiral hexahydroquinolinone derivatives in nearly quant. yields and up to 99% ee. Interestingly, increasing the amount of I2 favored high reactivity and enantioselectivity in this case. The high efficacy and enantioselectivity enable the present catalyst system of high practical potential.
There is still a lot of research devoted to this compound(SMILES：COC(C=C1P(C2=CC=CC=C2)C3=CC=CC=C3)=NC(OC)=C1C4=C(OC)N=C(OC)C=C4P(C5=CC=CC=C5)C6=CC=CC=C6)COA of Formula: C38H34N2O4P2, and with the development of science, more effects of this compound(221012-82-4) can be discovered.
Reference:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider