In 2015,Chemistry – A European Journal included an article by Vidal-Ferran, Anton; Mon, Ignasi; Bauza, Antonio; Frontera, Antonio; Rovira, Laura. Reference of (R)-3,3′-Di-tert-butyl-5,5′,6,6′-tetramethylbiphenyl-2,2′-diol. The article was titled 《Supramolecularly Regulated Ligands for Asymmetric Hydroformylations and Hydrogenations》. The information in the text is summarized as follows:
The use of polyether binders as regulation agents (RAs) to enhance the enantioselectivity of rhodium-catalyzed transformations has been reported. For reactions of diverse substrates mediated by rhodium complexes of the α,ω-bisphosphite-polyether ligands such as I [X = (OCH2CH2)3], the enantiomeric excess (ee) of hydroformylations was increased by up to 82% (substrate: vinyl benzoate, 96% ee), and the ee value of hydrogenations was increased by up to 5% (substrate: N-(1-(naphthalene-1-yl)vinyl)acetamide, 78% ee). The ligand design enabled the regulation of enantioselectivity by generation of an array of catalysts that simultaneously preserve the advantages of a privileged structure in asym. catalysis and offer geometrically close catalytic sites. The highest enantioselectivities in the hydroformylation of vinyl acetate with a tetra(ethylene glycol) bis(binaphthylphosphite) were achieved by using the Rb[B(3,5-(CF3)2C6H3)4] (RbBArF) as the RA. The enantioselective hydrogenation of alkenes R1CH=C(R2)(XC(O)G) [R1 = H, Ph; R2 = CO2CH3, 1-naphthyl; X = CH2, NH, NHCH2; G = OMe, C(O)Me] required rhodium catalysts derived from either a biphenylbis(tetra(ethylene glycol)) bis(binaphthylphosphite) or a tetra(ethylene glycol) bis(binaphthylphosphite) either alone or in combination with different RAs (sodium, cesium, or (R,R)-bis(1-phenylethyl)ammonium salts). This design approach was supported by results from computational studies.(R)-3,3′-Di-tert-butyl-5,5′,6,6′-tetramethylbiphenyl-2,2′-diol(cas: 329735-68-4Reference of (R)-3,3′-Di-tert-butyl-5,5′,6,6′-tetramethylbiphenyl-2,2′-diol) was used in this study.
(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. 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).Reference of (R)-3,3′-Di-tert-butyl-5,5′,6,6′-tetramethylbiphenyl-2,2′-diol
Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts