1.
J Org Chem
; 87(18): 12315-12322, 2022 Sep 16.
Article
in English
| MEDLINE
| ID: mdl-36066048
ABSTRACT
A series of axially chiral sulfur-bridged dimers were prepared from 1,1'-binaphthyl-2,2'-diol and subsequently oxidized to the respective sulfones. The chiroptical properties of the chiral chromophores were studied as a function of the oxidation state. Upon oxidation, an increase in quantum yields was observed for directly linked sulfur bridged binaphthyls (0.04 to 0.32), and a modest increase in dissymmetry factor was observed for diphenylsulfide-bridged binaphthyls (-8.9 × 10-4 to -1.4 × 10-3). Computational calculations were used to elucidate the changes in photophysical properties.