Synthesis, Structure, and Reactivity of Enediyne Macrocycles.
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(O(2)CCF(3))(2), a drop of the enediyne cyclization temperature of nearly 100 K was observed.
König
Burkhard
B
Institut für Biochemie der Martin-Luther-Universität Halle, D-06099 Halle, Germany.
Pitsch
Wolfgang
W
Thondorf
Iris
I