Popis: |
1-Boraadamantane has been shown to react with aromatic aldehydes, isobutyraldehyde, and acetone forming firstly the 1 : 1 complexes which at 70–80°C form new heterocyclic cage compounds: 5-substituted derivatives of 4-oxa-3-bora-1,1-bihomoadamantane (4-oxa-3-boratricyclo[5.3.1.13.9]dodecane) which exist as dimers. Starting from 4-oxa-5-(4-methoxyphenyl)-3-bora-1,1-bihomoadamantane and 4-oxa-5-(3,4-dimethoxyphenyl)-3-bora-1,1-bihomoadamantane, the corresponding 3-methoxy-7α-(2-methoxy-2-arylethyl)-3-borabicyclo[3.3.1]nonanes were obtained; the latter two compounds eliminate MeOH on heating in vacuum to give 3-methoxy-7α-(2-arylvinyl)-3-borabicyclo[3.3.1]nonanes, which exist in the double chair conformation, as shown by 1H and 13C NMR spectroscopy. |