Song Qiao, Li Fei, Wang Zhiqiang, Zhang Xi
The Key Lab of Organic Optoelectronics & Molecular Engineering , Department of Chemistry , Tsinghua University , Beijing 100084 , P. R. China . Email:
Chem Sci. 2015 Jun 1;6(6):3342-3346. doi: 10.1039/c5sc00862j. Epub 2015 Mar 26.
We report a supramolecular strategy to promote and stabilize the formation of naphthalenediimide (NDI) radical anions. The LUMO and HOMO energy of NDI are lowered significantly by introducing cucurbit[7]uril (CB[7]) to each side of a designed NDI molecule through supramolecular complexation. This promotes efficiently the photo-induced electron transfer process between NDI and bromide anions in aqueous solution. The resulting NDI supramolecular radical anions are of outstanding stability. They are even stable in aqueous solution at higher temperatures of 40 °C and 60 °C. It is anticipated that this supramolecular strategy may provide a facile method for stabilizing radicals towards the development of novel materials with spin-based properties and optical properties in the visible and near-infrared regions.
我们报道了一种促进和稳定萘二亚胺（NDI）自由基阴离子形成的超分子策略。通过超分子络合作用，在设计的NDI分子的每一侧引入葫芦[7]脲（CB[7]），可显著降低NDI的最低未占分子轨道（LUMO）和最高已占分子轨道（HOMO）能量。这有效地促进了水溶液中NDI与溴离子之间的光致电子转移过程。所得的NDI超分子自由基阴离子具有出色的稳定性。它们甚至在40℃和60℃的较高温度下在水溶液中也很稳定。预计这种超分子策略可为稳定自由基提供一种简便方法，以开发具有基于自旋的性质以及可见光和近红外区域光学性质的新型材料。
