CHIRALITY DIRECTED SELF-ASSEMBLY - RESOLUTION OF 2,5-DIAZABICYCLO[2.2.2]OCTANE-3,6-DIONE AND CRYSTAL-STRUCTURES OF ITS RACEMIC AND (-) ENANTIOMERIC FORMS
Mj. Brienne et al., CHIRALITY DIRECTED SELF-ASSEMBLY - RESOLUTION OF 2,5-DIAZABICYCLO[2.2.2]OCTANE-3,6-DIONE AND CRYSTAL-STRUCTURES OF ITS RACEMIC AND (-) ENANTIOMERIC FORMS, Tetrahedron letters, 35(44), 1994, pp. 8157-8160
The chiral bicyclic bis-lactam 1 has been resolved and the crystal str
uctures of the racemate (+/-)-1 and of enantiomerically pure (-)-1 hav
e been determined. They show that the chiral nature of the substance d
etermines the supramolecular architecture generated by hydrogen bondin
g self-assembly, giving an infinite zig-zag chain for the racemate and
a cyclic tetramer for the enantiomer.