Optically active 4,4′,6,6′-tetrachlor-2,2′-bis(hydroxydiphenylmethyl)-biphenyl as a host for optical resolution and a chiral shift reagent

Assignment of absolute configuration using chiral reagents and NMR spectroscopy

“…151,204 Similarly, the pattern of changes in the chemi- cal shifts of the spectra of sulfoxides in the presence of (1)-and (2)-4,4 0 ,6,6 0 -tetrachloro-2,2 0 -bis(hydroxydiphenylmethyl)biphenyl (105) correlate with absolute configuration. 205 A comprehensive review article on the use of chiral NMR shift reagents to assign the absolute configuration of sulfoxides has been published. 206 …”

Enantioselective complexation of 1‐phenylethanol with chiral compounds bearing urea moiety

“…The use of derivatives of 1,1′-binaphthyl as chiral solvating agents [19][20][21] or in the asymmetric catalysis 17 has already been described. Similarly, other axially chiral thioureas 22 have been used for this purpose.…”

Recent Progress in Application of Spectroscopic Methods for Assigning Absolute Configuration of Optically Active Sulfoxides

“…Such compounds, in fact, are known to form host-guest complexes with a number of chiral compounds allowing, by crystallization, efficient optical resolution of the chiral guest compound [24]. Toda et al described the use of 2,2'-dihydroxy-1,1'-binaphthyl (13) [26] and 4,4',6,6'tetrachloro-2,2'-bis(hydroxydiphenylmethyl)-biphenyl (14) [27] for the assignment of AC of aryl methyl and alkyl methyl sulfoxides by NMR spectroscopy (Fig. Toda et al described the use of 2,2'-dihydroxy-1,1'-binaphthyl (13) [26] and 4,4',6,6'tetrachloro-2,2'-bis(hydroxydiphenylmethyl)-biphenyl (14) [27] for the assignment of AC of aryl methyl and alkyl methyl sulfoxides by NMR spectroscopy (Fig.…”