TY - JOUR A1 - Butler, O A1 - Coxon, JM A1 - Steel, PJ T1 - Acid-catalysed dimerization of exo-2-Phenyl-exo-5,exo-6-trimethylenenorbornan-endo-2-ol JF - Australian Journal of Chemistry JO - Aust. J. Chem. Y1 - 1983 VL - 36 IS - 5 SP - 955 EP - 962 KW - UR - https://doi.org/10.1071/CH9830955 N2 - The dimeric products formed by reaction of exo-2-phenyl-exo-5,exo-6-trimethylenenorbornan-endo-2- ol (1) with formic acid at 70ยบ are identified as: (1RS,2RS,6RS,7RS,8RS,1'SR,2'SR,10'SR,11'RS,- 12'RS,16'SR) - 2'- phenylspiro[tricyclo[5,2,1,02,6]decane- 8,9'-pentacyclo[9,5,1,02,10,03,8,012,16]hepta-deca-3',5',7'-triene] (5) and from X-ray diffraction data: (1RS,2RS,6RS,7RS,8RS,l'RS,2'RS,10'RS,-1l'SR,12'SR,16'RS)-2'-phenylspiro[tricyclo[5,2,1,02,6]decane-8,9'-pentacyclo[9,5,1,02,10,03,8,012,16]- heptadeca-3',5',7'-triene] (8) refined to a residual of R 0.069 (1529 observed reflections). The mechanistic implications of the formation of dimers (5) and (8) and the influence of the exo-trimethylene bridge on the dimerization process are discussed. ER -