Synthetic Route of C43H30F2N4On October 11, 2021 ,《Metal-to-Ligand Ratio-Dependent Chemodivergent Asymmetric Synthesis》 was published in Angewandte Chemie, International Edition. The article was written by Zheng, Min; Gao, Ke; Qin, Haitao; Li, Guigen; Lu, Hongjian. The article contains the following contents:
Chemodivergent asym. synthesis was achieved by tuning the metal-to-ligand ratio in an organometallic catalytic system. Using N-(aroyloxy)phthalimides I (Ar = 2,6-difluorophenyl, 2,3,4,5,6-pentafluorophenyl, Ph, etc.; R = 4-bromophenyl, thiophen-2-yl, Bu, etc.) as the precursor of either an oxygen-centered aroyloxy radical or a nitrogen-centered phthalimidyl radical, enantioselective oxocyanation or aminocyanation of alkenes RCH=CH2 was achieved sep. through a dual photoredox and copper catalysis. The metal-to-ligand ratio can exert chemoselective control while retaining the high enantiopurity of divergent products II, (2R)-RCH(CN)CH2OC(O)Ar. Both reactions proceed efficiently with catalyst loading as low as 0.2 mol% and can be performed on a gram scale without loss of chemoselectivity or enantioselectivity. Chemodivergent asym. 1,5-aminocyanation or 1,5-oxocyanation of vinylcyclopropane can also be realized by this protocol. Mechanistic investigations involving ESR (EPR) experiments were performed to shed light on the stereochem. and chemodivergent results. The results came from multiple reactions, including the reaction of 2,4,6-Tris(diphenylamino)-3,5-difluorobenzonitrile(cas: 1403850-00-9Synthetic Route of C43H30F2N4)
2,4,6-Tris(diphenylamino)-3,5-difluorobenzonitrile(cas: 1403850-00-9) is cyanoarene-based donor-acceptor photocatalyst developed by the Zeitler group. While this catalyst has a balanced redox profile, allowing for its use in a variety of transformations, it stands out as the most reducing catalyst of the family.Synthetic Route of C43H30F2N4
Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts