Cholesteric helix inversion: Novel nitro compounds showing unusual changes of the cholesteric helical pitch

We present a homologeous series of liquid crystalline trioxadecalin compounds having a terminal alkoxy chain and a nitro group. The (1S, 3R, 6R,8R)-3-(4'-nitrophenyl)-8-(4'-octoxyphenyl)-2,4, 7-trioxabicyclo [4.4.0]decane 2 c shows a temperature-dependent inversion of the cholesteric helix at lower temperatures. For higher temperatures, the reciprocal helical pitch reaches a minimum, then it increases, tending to a second inversion point just above the clearing point. An additional chiral centre in the side chain leads for nitro compounds 3 to non-mesomorphic behaviour. For the cyano compounds 4, the change in the cholesteric helix is suppressed, for the R configuration, but for the S configuration helical inversion occurs at high temperatures and selective reflection above the transition to the TGB_A phase.