adamantane-1,3,5,7-tetrol

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: The same reactions as in Examples 1-1 to 1-4 are carried out except that 1,3,5-trihydroxyadamantane used in Example 1-1 is changed to 1,3,5,7-tetrahydroxyadamantane, whereupon formation of 1,3,5,7-tetrakisacryloyloxy(perfluoroadamantane) is confirmed. Further, formation of 2-hydro-1,3,5,7-tetrakisacryloyloxy(perfluoroadamantane) is confirmed.

Conditions: temp:95.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: A mixture of 1.68 grams (10 millimoles) of 1,3-adamantanediol, 0.13 gram (0.8 millimole) of N-hydroxyphthalimide, 0.015 gram (0.06 millimole) of Co(AA)2 and 25 milliliters of acetic acid was stirred under an oxygen atmosphere at a temperature of 95° C. for 6 hours. Thus, 1,3-adamantanediol was transformed, with a transformation rate of 99%, into 1,3,5-adamantanetriol (selectivity for 1,3-adamantanediol 37%, yield 37%) and 1,3,5,7-adamantanetetraol (selectivity for 1,3-adamantanediol 62%, yield 62%). The selectivity for the alcohols was 99%.

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: The reaction was conducted in the same manner as the step of Example 36 (2) except that 1,3,5,7-tetrahydroxyadamantane was used instead of the 1,3-dicarboxy-5-adamantanol, and, as a result, a 1,3,5-trihydroxy-7-acryloyloxyadamantane (yield: 83%, white solid) was obtained.

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: The same reactions as in Examples 1-1 to 1-4 are carried out except that 1,3,5-trihydroxyadamantane used in Example 1-1 is changed to 1,3,5,7-tetrahydroxyadamantane, whereupon formation of 1,3,5,7-tetrakisacryloyloxy(perfluoroadamantane) is confirmed. Further, formation of 2-hydro-1,3,5,7-tetrakisacryloyloxy(perfluoroadamantane) is confirmed.

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: By changing 1,3,5-trihydroxyadamantane in Example 9 to 1,3,5,7-tetrahydroxyadamantane, reactions are carried out in the same manner as in Examples 9-1 to 9-3 to obtain 1,3,5,7-tetrahydroxy(perfluoroadamantane).

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: The same reactions as in Examples 1-1 to 1-4 are carried out except that 1,3,5-trihydroxyadamantane used in Example 1-1 is changed to 1,3,5,7-tetrahydroxyadamantane, whereupon formation of 1,3,5,7-tetrakisacryloyloxy(perfluoroadamantane) is confirmed. Further, formation of 2-hydro-1,3,5,7-tetrakisacryloyloxy(perfluoroadamantane) is confirmed.

Conditions: temp:95.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: A mixture of 1.68 grams (10 millimoles) of 1,3-adamantanediol, 0.13 gram (0.8 millimole) of N-hydroxyphthalimide, 0.015 gram (0.06 millimole) of Co(AA)2 and 25 milliliters of acetic acid was stirred under an oxygen atmosphere at a temperature of 95° C. for 6 hours. Thus, 1,3-adamantanediol was transformed, with a transformation rate of 99%, into 1,3,5-adamantanetriol (selectivity for 1,3-adamantanediol 37%, yield 37%) and 1,3,5,7-adamantanetetraol (selectivity for 1,3-adamantanediol 62%, yield 62%). The selectivity for the alcohols was 99%.