A series of oxidation reactions of hexabenzylhexaazaisowurtzitane(HBIW,1) were studied.Compound 1 was treated with potassium permanganate in CH2Cl2 by adding Na2CO3 to adjust pH to 7-8 to obtain tetrabenzoyldibenzyl...A series of oxidation reactions of hexabenzylhexaazaisowurtzitane(HBIW,1) were studied.Compound 1 was treated with potassium permanganate in CH2Cl2 by adding Na2CO3 to adjust pH to 7-8 to obtain tetrabenzoyldibenzylhexaazaisowurtzitane(3) with a yield of 70%.With acetic anhydride(Ac2O) as solvent,monoacetyltribenzoyldibenzylhexaazaisowurtzitane(4),diacetyldibenzoyldibenzylhexaazaisowurtzitane(5),triacetylmonobenzoyldibenzylhexaazaisowurtzitane(6) and tetraacetyldibenzylhexaazaisowurtzitane(7) were also obtained from the oxidation of compound 1.The results show that only the oxidative cleavage of the cage system in compound 1 was observed in most cases.The cleavage was a cation catalysis mechanism.展开更多
基金Sponsored by the National Natural Science Foundation of China(20772011)
文摘A series of oxidation reactions of hexabenzylhexaazaisowurtzitane(HBIW,1) were studied.Compound 1 was treated with potassium permanganate in CH2Cl2 by adding Na2CO3 to adjust pH to 7-8 to obtain tetrabenzoyldibenzylhexaazaisowurtzitane(3) with a yield of 70%.With acetic anhydride(Ac2O) as solvent,monoacetyltribenzoyldibenzylhexaazaisowurtzitane(4),diacetyldibenzoyldibenzylhexaazaisowurtzitane(5),triacetylmonobenzoyldibenzylhexaazaisowurtzitane(6) and tetraacetyldibenzylhexaazaisowurtzitane(7) were also obtained from the oxidation of compound 1.The results show that only the oxidative cleavage of the cage system in compound 1 was observed in most cases.The cleavage was a cation catalysis mechanism.