《(S)-2-[(N-arylamino)methyl]pyrrolidines-Based Phosphoramidite P,N-Ligand Library for Asymmetric Metal-Catalyzed Allylic Substitution and Conjugate 1,4-Addition》 was published in ChemistrySelect in 2016. These research results belong to Gavrilov, Konstantin N.; Mikhel, Igor S.; Chuchelkin, Ilya V.; Zheglov, Sergey V.; Gavrilov, Vladislav K.; Birin, Kirill P.; Tafeenko, Victor A.; Chernyshev, Vladimir V.; Goulioukina, Nataliya S.; Beletskaya, Irina P.. SDS of cas: 329735-68-4 The article mentions the following:
A library of easy-to-prepare and modular chiral P,N-phosphoramidites based on [1,1′-biaryl]-2,2′-diols and C1-sym. 1,2-diamines was designed and developed. The structures of the novel ligands were elucidated by 2-dimensional-NMR and confirmed in the solid state by x-ray diffraction anal. Stereoselectors of this type exhibited high enantioselectivities in Pd-catalyzed allylic substitution reactions of (E)-1,3-diphenylallyl acetate with NaSO2-p-Tol (up to 91% ee), CH2(CO2Me)2 (up to 89% ee), Pr2NH (up to 94% ee) and (EtO)2P(O)CH2NH2 as a novel nucleophile (up to 98% ee). Ee values of up to 88% and 72% were obtained in the Pd-catalyzed desymmetrization of N,N’-ditosyl-meso-cyclopent-4-ene-1,3-diol biscarbamate and in the Cu-catalyzed 1,4-conjugate addition of diethylzinc to chalcone, resp. The reactions of P,N-bidentate ligands with [Pd(Cod)Cl2] at molar ratios of L/M = 1 and 2 were studied using 1H, 13C, 13C-1H HSQC, 13C-1H HMBC, 1H-1H COSY, 1H-1H ROESY, DOSY and 31P NMR spectroscopy as well as HR ESI mass spectrometry. The results came from multiple reactions, including the reaction of (R)-3,3′-Di-tert-butyl-5,5′,6,6′-tetramethylbiphenyl-2,2′-diol(cas: 329735-68-4SDS of cas: 329735-68-4)
(R)-3,3′-Di-tert-butyl-5,5′,6,6′-tetramethylbiphenyl-2,2′-diol(cas: 329735-68-4) belongs to phenols. Phenols are more acidic than typical alcohols.SDS of cas: 329735-68-4 The acidity of the hydroxyl group in phenols is commonly intermediate between that of aliphatic alcohols and carboxylic acids (their pKa is usually between 10 and 12).
Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts