Citation: Huaxing Li, Xianchen Hu, Fengbo Liu, Dongdong Sun, Yong Wu, Simin Liu. Photodimerization of azaanthracene derivatives mediated by cucurbit[10]uril[J]. Chinese Chemical Letters, ;2022, 33(12): 5124-5127. doi: 10.1016/j.cclet.2022.04.030 shu

Photodimerization of azaanthracene derivatives mediated by cucurbit[10]uril

Huaxing Li ^{a, 1} ,
Xianchen Hu ^{a, 1} ,
Fengbo Liu ^a ,
Dongdong Sun ^a ,
Yong Wu ^a ,
Simin Liu ^{a, b, *,}

a.
School of Chemistry and Chemical Engineering, Wuhan University of Science and Technology, Wuhan 430081, China
b.
The State Key Laboratory of Refractories and Metallurgy, Institute of Advanced Materials and Nanotechnology, Wuhan University of Science and Technology, Wuhan 430081, China

liusimin@wust.edu.cn

Received Date: 21 February 2022
Revised Date: 9 April 2022
Accepted Date: 12 April 2022
Available Online: 17 April 2022

Figures(6)

Challenges of achieving efficient photodimerization of azaanthracene derivatives remain due to the low selectivity and slow reaction rate. In this paper, cucurbit[10]uril (CB[10]), with the largest rigid and hydrophobic cavity among CB[n]s, was used to affect the photodimerization reaction of four water-soluble 1-(2-)substituted azaanthracene derivatives (1-4). It revealed that 1-4 could form 1:2 host-guest complexes with CB[10] in aqueous solution. Irradiation of 1 in the presence of 0.5 equiv. of CB[10] selectively produced a head-to-tail (anti-HT) photodimer product. As for 2-4, CB[10] acted as a nanoreactor accelerating their photodimerization reaction in water. Our results suggest that photodimerization of azaanthracene derivatives could be promoted by the CB[10]-based host-guest strategy with high efficiency and selectivity.
- Supramolecular nanoreactor,
- Cucurbit[10]uril,
- Azaanthracene,
- Photodimerization,
- Host-guest interaction
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