Synthesis of annularly functionalised BINOL-based chiral cyclophanes
Chiral cyclophanes with annular functionality were synthesised by coupling carbonyl dibromides with (S)-BINOL. Semi-empirical calculations by MOPAC (PM3) were also performed on the cyclophanes prepared to view their cavity sizes.
Srisailas, Muthialu,Rajakumar, Perumal
p. 671 - 674
(2007/10/03)
Synthesis of annularly functionalized cyclophanes
Friedel-Crafts reaction of m- and p-benzenedicarboxylic acid chlorides with toluene gave diketones. The dicarbonyl dibromides, obtained by NBS bromination of diketones were coupled with various dithiols and dihydroxy benzenes to give cyclophanes incorpora