A study towards the regioselective synthesis of the e,e,e trisadduct of C60 via the [4+2] Diels-Alder reaction with tethers bearing ortho-quinodimethane precursors
作者:Charalambos P. Ioannou、Nikos Chronakis
DOI:10.3998/ark.5550190.p008.981
日期:——
The regioselective synthesis of an e,e,e trisadduct of C60 via the Diels-Alder reaction with orthoquinodimethanes has been attempted employing the te t r-directed remote functionalization approach. Opened-structure tether 10 and macrocyclic tethers 16 and 21 were synthesized for this purpose. The functionalization of C 60 afforded inseparable mixtures of regiomeric trisadducts and the regioselective
已经尝试使用 te t r 定向远程官能化方法通过 Diels-Alder 反应与邻醌二甲烷反应区域选择性合成 C60 的 e,e,e 三加合物。为此目的合成了开放结构的系链 10 和大环系链 16 和 21。C 60 的官能化提供了不可分离的区域三加合物混合物,即使使用更预组织的系链 16 和 21 时,e,e,e 三加合物的区域选择性形成也是不可行的。从 1,2-双(溴甲基)苯前体原位热生成邻醌二甲烷需要高温,然后与 C60 进行快速、不可逆的环加成反应以提供热稳定的产物,这阻碍了高区域选择性的实现。