Department of Organic Chemistry, ‡Laboratory of NMR Spectroscopy, and §Department of Solid State Chemistry. Prague Institute of Chemical Technology (PICT) , Technicka 6, 166 28 Prague 6, Czech Republic.
Org Lett. 2014 Jan 3;16(1):138-41. doi: 10.1021/ol403133b. Epub 2013 Dec 12.
A mercuration reaction of tetrapropoxycalix[4]arene immobilized in the cone conformation gave a mixture of two dimercurated products (meta,meta and meta,para) in approximately a 1:1 ratio. Both regioisomers represent inherently chiral compounds, which makes them very attractive for design of novel receptors. As demonstrated by Pd-catalyzed arylation, the different reactivity of HgCl functions in the meta,para-disubstituted isomer opens the door for regioselective introductions of two different functional groups to achieve a substitution pattern so far unknown in calixarene chemistry.
在冠醚构象中固定的四丙氧基杯[4]芳烃的汞化反应得到了两种二汞化产物（间，间和间，对）的混合物，比例约为 1:1。这两个区域异构体都是固有手性化合物，这使得它们非常有吸引力，可用于设计新型受体。正如 Pd 催化的芳基化所证明的那样，间，对-二取代异构体中 HgCl 官能团的不同反应性为区域选择性地引入两个不同的官能团打开了大门，从而实现了迄今在杯芳烃化学中未知的取代模式。
