Gianga Tiberiu-M, Audibert Edwige, Trandafir Anamaria, Kociok-Köhn Gabriele, Pantoş G Dan
Department of Chemistry, University of Bath BA2 7AY Bath UK
Materials and Chemical Characterisation Facility (MC2), University of Bath BA2 7AY Bath UK.
Chem Sci. 2020 Aug 24;11(35):9685-9690. doi: 10.1039/d0sc04317f.
We report herein the first all-donor aromatic [2]catenane formed through dynamic combinatorial chemistry, using single component libraries. The building block is a benzo[1,2-:4,5-']dithiophene derivative, a π-donor molecule, with cysteine appendages that allow for disulfide exchange. The hydrophobic effect plays an essential role in the formation of the all-donor [2]catenane. The design of the building block allows the formation of a quasi-fused pentacyclic core, which enhances the stacking interactions between the cores. The [2]catenane has chiro-optical and fluorescent properties, being also the first known DCC-disulphide-based interlocked molecule to be fluorescent.
我们在此报告通过动态组合化学使用单一组分库形成的首个全供体芳香族[2]连环烷。构建单元是一种苯并[1,2 - :4,5 - ']二噻吩衍生物，一种π供体分子，带有允许二硫键交换的半胱氨酸附属物。疏水作用在全供体[2]连环烷的形成中起着至关重要的作用。构建单元的设计允许形成准稠合的五环核心，这增强了核心之间的堆积相互作用。该[2]连环烷具有手性光学和荧光性质，也是首个已知的基于DCC - 二硫化物的具有荧光的互锁分子。
