[60] The Fullerene Dehydroabietylamine Derivatives The Reaction Of Its Product Structure Determination

[60] buckyminsterfullerene (C₆₀) and its derivatives have inimitable efficacy and bioactivity in anti-virus effect, anti-tumour effect, enzymatic inhibition , DNA cleavage and photodynamic therapy for their particular structures . they have gradually become a hotspot of scientific research. While dehydro- -abietylamine, which has a steroid -like structure, and can be used as excellent insecticide, bactericide etc. is a kind of derivative of abietic acid. Therefore, supposed a new molecule which is synthesized from C₆₀ and dehydroabietylamine, and it would be a valuable topic to study the bioactivity of this new molecule.In this paper, [1+2] cycloaddition between C₆₀ and dehydro- -abietylamine was researched. In this reaction, nitrenes was added to C₆₀ as a active intermediate. Protected by N₂, Pb(OAc)₄ were added into chlorobenzene, in which C₆₀ and dehydroabietylamine had already dissolved . The admixture reacted at refluence temperature over 24 h, and was purified by gel column chromatogram when the reaction was finished. A [5,6]opencyclo-monoaddition derivative and a diaddition derivative ,which have not been report in any articles, were obtained . The structures of these derivatives were charactered by IR, ¹H NMR,¹³C NMR and MS.Amino addition between C₆₀ and dehydroabietylamine was also studied. In dark, dry AlCl₃ was added into chlorobenzene, in which C₆₀ and dehydroabietylamine had already dissolved. The admixture reacted at refluence temperature over 3 d, and was purified by gel column chromatogram when the reaction was finished. An amino addition derivatives and an oxygen-containing derivative, which are not reported in any articles now, were obtained. The structures were charactered by IR, ¹H NMR, ¹³C NMR and MS.Moreover, parallel reactions both under thermal condition and under microwave condition were researched. Keeping the same temperature and proportion, the admixture was radiated by 500 W microwaves. The time of [1+2]cycloaddition was shorten from 24 h to 1.5 h , while the yield was raised from 42.8% to 59.9%. The time of amino addition was shorten from 3 d to 2.5 h, but the yield was raised from 38.1% to 61.6%. The result of this research shows that the speed of reaction between C₆₀ and dehydroabietylamine could be rised extremely in microwave condition.