In 2015,Chemistry – A European Journal included an article by Kamikawa, Ken; Arae, Sachie; Wu, Wei-Yi; Nakamura, Chihiro; Takahashi, Tamotsu; Ogasawara, Masamichi. SDS of cas: 329735-68-4. The article was titled 《Simultaneous induction of axial and planar chirality in arene-chromium complexes by molybdenum-catalyzed enantioselective ring-closing metathesis》. The information in the text is summarized as follows:
1,3-Diisopropenyl-2-R-benzene ligands (Ar, R = 1-pyrrolyl, halo, methoxy, 1-indenyl, 1-naphthyl) in arenechromium allylphosphine complexes [(η6-Ar)Cr(CO)2(tBu2PCH2CH:CH2)] (1a-r) undergo asym. ring-closing metathesis between isopropenyl and allyl groups, catalyzed by molybdenum RCM catalysts, giving planar chiral arenechromium complexes with pendant phosphine, [(η6,κP-1-tBu2PCH2CH:CMe-2-R-3-isopropenylbenzene)Cr(CO)2] (2a-r), which, in the case of unsym. R groups, such as 1-indolyl or 1-naphthyl, also feature atropisomeric axial chirality of the arene-R bond. The molybdenum-catalyzed asym. ring-closing metathesis of the various Cs-sym. (π-arene)chromium substrates provides the corresponding bridged planar-chiral (π-arene)chromium complexes in excellent yields with up to >99 % ee. The axial chirality is retained even after the removal of the dicarbonylchromium fragment, and the chiral biaryl/heterobiaryl compounds are obtained with complete retention of the enantiopurity. The experimental part of the paper was very detailed, including the reaction process 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. 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).SDS of cas: 329735-68-4
Referemce:
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