High yielding and practical synthesis of rotaxanes by acylative end-capping catalyzed by tributylphosphine

High yielding and practical synthesis of rotaxanes by acylative end-capping catalyzed by tributylphosphine
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DOI:
10.1246/cl.1999.1015
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发表时间:
1999-10-01
期刊:
影响因子:
1.6
通讯作者:
Takata, T
Takata, T
中科院分区:
化学4区
文献类型:
--
作者:
Kawasaki, H;Kihara, N;Takata, T

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以二苯并-24-冠-8和两端带有二甲基苯基和羟基的二苄基铵盐为原料合成了准轮烷。在三丁基膦存在下,准轮烷与3,5-二甲基苯甲酸酐酰化得到相应的轮烷,产率90%。用此方法可以很容易地以优异的产率合成各种轮烷。
A pseudorotaxane was prepared from dibenzo-24-crown-8 and a dibenzylammonium salt possessing dimethylphenyl and hydroxy groups at the both termini. Acylation of the pseudorotaxane by 3,5-dimethylbenzoic anhydride in the presence of tributylphosphine afforded corresponding rotaxane in 90% yield. Various rotaxanes were readily synthesized in excellent yields by this method.