10 purification, with lithium aluminum hydride. l 3 This gave iceane, mp 327.0-328.5. 14 The pmr spectrum of iceane (Figure 2B) exhibited a singlet at 2.16 ppm for the bridgehead hydrogens and an AB quartet for the methylene hydrogens centered at 1.40 ppm with JAB= 12 Hz. In addition, the cmr spectrum was dramatic in that it showed but two singlets 6 31.80 and 28.86 ppm which split into a triplet and a doublet in the off-resonance cmr spectrum ( ...
