Binaphthyl, 2,2 -dihydroxy 2,2 -diol

Dihydroxy-1,1 -binaphthyl and 1,6-Bis(o-chloropheny 1)-1,6-dipheny 1-hexa-2,4-diyne-l,6-diol, Chem. Lett., 509-512.. 

Optically active diols have been used for several asymmetric syntheses [67] and chiral resolutions [68]. In 1990, Kawashima and co-workers [69] reported the first example of direct optical resolution of racemic 2,2 -dihydroxy-l,l -binaphthyl (34) with (R,R)-29. In this procedure equimolar amounts of racemic 34 and (R,R)-29 were added in benzene and the mixture was heated to a homogeneous solution and then cooled to room temperature. After crystallization of the precipitate and treatment with hydrochloric acid, (R)-(+)-34 was obtained with an optical purity of 94% and in a yield of 86% based on the amount of enantiomer presents in the racemate (Scheme 23). 

Clathrates of [tri-O-thymotide (TOT), brucine, sparteine, 2,2 -dihydroxy-1,1 -binaphthyl-diol] Alkanes, unbranched chiral hydrocarbons, acids and esters bearing small substituents, halogenated hydrocarbons, sulfoxides, phosphine oxides, phosphinates, piperidines [59-64]... 

R)-2,2 -Dihydroxy-1,1 -binaphthyl [3] was examined in the O-H stretching region and from 950 to 1700 cm h For (IR, 5R, 6R)-(-)-spiro[4.4]nonane-1,6-diol [4], the theoretical VCD spectra were produced using vibronic coupling theory at the 6-3IG level. A comparison of the crystal structure of the ketal of the compound with optically pure (+)-(5(2-cholestan-3-one confirmed the results of the VCD determination. 

---