Carbonon is a new type of chain polyacetylenic compound successfully developed exclusively by the team of Xiamen University teacher Xia Haiping (Figure 1).
Metallopenterynes and metallopenterenes represent a new class of aromatic compounds. In the past, this type of material was synthesized through multi-step reactions, and the metal center was limited to Os. However, the carbonron series compounds use the strong coordination of carbon bonds to synthesize metallopentynes and metallopentynes with different metal centers in one pot. ene (Figure 2, 3). For the first time, a one-step transformation of substances from anti-aromatic to aromatic properties was achieved, opening up a new aromatic system [1], [2].
Figure 1. General structural formula of Carbon Dragon series products
Figure 2. One-pot synthesis of metallopenteryne and metallopenterene with different metal centers [3]
Figure 3. Carboron is used for the one-step synthesis of ruthenium pentayne [2]
At the same time, carbonon has both propargyl alcohol and diyne structural units. It can not only be used as a carbon polydentate ligand precursor, but also is expected to be widely used in organic synthetic chemistry as a synthon to develop new synthetic methodologies [1]. In addition, as the aromatic structure of carbohydron compounds increases, the absorption spectrum shifts red (as shown in Figure 4), enhancing the aggregation-induced luminescence properties, and can be used in in vivo photoacoustic imaging (PAI) and photothermal therapy [4] .
Figure 4. As the aromatic size of carbonron compounds increases, the absorption spectrum red-shifts.
Features:
It can be used to prepare heteropentynes and heteropentenes with different metal centers in one step, improving experimental efficiency.
Two star structural units, propargyl alcohol and diyne, which have excellent reactivity, can be used as synthons in organic synthetic chemistry to develop new synthesis methodologies;
High atomic economy, green and environmentally friendly.
Qingde Zhuo, Jianfeng Lin, Yuhui Hua, Xiaoxi Zhou, Yifan Shao, Shiyan Chen, Zhixin Chen, Jun Zhu, Hong Zhang & Haiping Xia. Nature Communications, 2017, 8, 1912.
Qingde Zhuo, Hong Zhang, Yuhui Hua, Huijun Kang, Xiaoxi Zhou, Xinlei Lin, Zhixin Chen, Jianfeng Lin, Kaiyue Zhuo, Haiping Xia. Sci. Adv. 2018; 4 : eaat0336.
http://hpxia.xmu.edu.cn/research/carbolong/index.html.
Congqing Zhu and Haiping Xia.Accounts of Chemical Research 2018 51 (7), 1691-1700.
向阳 翟
