J. Grochowski et al., CONFORMATION IN THE SOLID-STATE AND IN SOLUTION OF 21,22-TETRAHYDRO-7H,12H,19H,24H-DINAPHTHO-[1,8-F,G 1',8'O,P][1.4.10.13]TETRAOXACYCLOOCTADECIN/, Tetrahedron : asymmetry, 6(8), 1995, pp. 2059-2066
The helical conformation of a new, optically active heterocyclic syste
m 1 in solution has been determined from CD spectra by application of
the exciton coupling theory. The molecule in the crystal adopts a conf
ormation possessing an approximate 2-fold axis, with naphthyl groups n
early coplanar. Absolute configuration at four chiral centres as deter
mined unequivocally by Xray anomalous scattering method agrees with th
e known configuration of the starting (R,R)-2,3-butanediol. The confor
mations in the solid state and in solution are compared with those res
ulting from AM1 calculations.