DESIGN OF NEW HOST COMPOUNDS, CIS-1,4-DIPHENYLCYCLOHEXANE-1,4-DIOL, EXO, EXO-2,5-DIPHENYLNORBORNANE-2,5-DIOL, EXO-EXO-2,6-DIPHENYLBICYCLO[3.3.1]NONANE-2,6-DIOL AND THEIR DERIVATIVES
F. Toda et al., DESIGN OF NEW HOST COMPOUNDS, CIS-1,4-DIPHENYLCYCLOHEXANE-1,4-DIOL, EXO, EXO-2,5-DIPHENYLNORBORNANE-2,5-DIOL, EXO-EXO-2,6-DIPHENYLBICYCLO[3.3.1]NONANE-2,6-DIOL AND THEIR DERIVATIVES, Supramolecular chemistry, 5(4), 1995, pp. 289-295
The title host compounds were designed. Of these, cis-1,4-diphenylcycl
ohexane-1,4-diol (4) showed very high inclusion ability for alcohols a
nd phenols, although its trans-isomer (3) showed none. By applying the
selective inclusion complexation behaviour of 4, separation of isomer
s was accomplished. Rac-exo,exo-2,5-diphenylnorbornane-2,5-diol (9a) a
nd -exo,exo-2,6-diphenylbicyclo[3.3.1]nonane-2,6-diol (11a) showed ver
y poor inclusion ability. The optically active derivative of 11a (11b)
showed none. In order to determine the reasons for the inclusion tend
encies of the newly designed host compounds, molecular arid crystal st
ructures were studied by X-ray analysis.