Synthesis, structure, and reactivity of enediyne macrocycles

被引:46
作者
Konig, B [1 ]
Pitsch, W [1 ]
Thondorf, I [1 ]
机构
[1] UNIV HALLE WITTENBERG,INST BIOCHEM,D-06099 HALLE,GERMANY
关键词
D O I
10.1021/jo9600971
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The reaction of bis-propargyl bromide enediyne 4 with weakly basic nucleophiles allows the facile synthesis of acyclic and macrocyclic enediynes. Depending on the bis-nucleophile employed, 12- to 16-membered enediyne macrocycles were obtained. The thermal stability of the new cyclic enediynes was investigated by differential scanning calorimetry. Upon coordination of the macrocycle 5c with Hg(O2CCF3)(2), a drop of the enediyne cyclization temperature of nearly 100 K was observed.
引用
收藏
页码:4258 / 4261
页数:4
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