Modulating it-bridge in donor-it-acceptor covalent organic frameworks for low-energy-light-driven photocatalytic reaction

被引:0
作者
Yang, Jiahuan [1 ]
Chen, Yizheng [2 ]
Xie, Xiangjing [2 ]
Hu, Xiayi [3 ]
Long, Bei [1 ]
Ali, Atif [5 ,6 ]
Deng, Guo-Jun [1 ,4 ]
Song, Ting [1 ]
机构
[1] Xiangtan Univ, Key Lab Green Organ Synth & Applicat Hunan Prov, Key Lab Environm Friendly Chem & Applicat, Minist Educ,Coll Chem, Xiangtan 411105, Peoples R China
[2] Hunan Inst Engn, Intelligent Text Inst Innovat, Xiangtan 411104, Peoples R China
[3] Xiangtan Univ, Coll Chem Engn, Xiangtan 411105, Peoples R China
[4] Henan Normal Univ, Sch Chem & Chem Engn, Xinxiang 453007, Peoples R China
[5] Univ Hong Kong, Dept Chem, Pokfulam Rd, Hong Kong, Peoples R China
[6] Univ Hong Kong, State Key Lab Synthet Chem, Pokfulam Rd, Hong Kong, Peoples R China
关键词
Covalent organic frameworks; it-bridge; Low energy light; C-O coupling reaction;
D O I
10.1016/j.jcis.2024.12.203
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
Most of the photocatalytic reactions are currently driven by high-energy light (UV, blue light), which inevitably leads to side reactions and co-catalyst deactivation. Therefore, there is an urgent need to prepare novel photocatalysts with low-energy photocatalytic properties. Herein, we report a rational molecular design of covalent organic frameworks (COFs) equipped with donor-it-acceptor systems with different it-bridges (aromatic ring, mono- and bis-alkynyl). It was found that the COF with mono-alkynes as a it-bridge (TP-EDAE) can accelerate the rapid carrier migration even under low-energy light compared to the other two types of it-bridges (aromatic ring and bis-alkynyl), which was conducive to the photocatalytic redox reactions. As a result, the TP-EDAE samples showed high C-O coupling activity and good substrate versatility under both high-energy light (blue light) and low-energy light (green light), especially the TP-EDAE samples displayed high stability with no obvious activity decay within five cycles under low-energy light. This work highlights the fundamental molecular design of advanced functionalized COFs with specific it-bridges for photocatalytic organic reactions under low-energy light.
引用
收藏
页码:612 / 621
页数:10
相关论文
共 55 条
  • [1] Fang C., Zhang L., Wang Y., Xiong W., Yan Z., Zhang W., Zhang Q., Wang B., Zhu Y., Zhang C., Discovery and biosynthesis of cihanmycins reveal cytochrome P450-catalyzed intramolecular C-O phenol coupling reactions, J. Am. Chem. Soc., 146, pp. 16478-16489, (2024)
  • [2] Liang R.R., Han Z., Cai P., Yang Y., Rushlow J., Liu Z., Wang K.Y., Zhou H.C., A robust pyrazolate metal-organic framework for efficient catalysis of dehydrogenative C-O Cross coupling reaction, J. Am. Chem. Soc., 146, pp. 14174-14181, (2024)
  • [3] Zachmann A.K.Z., Drappeau J.A., Liu S., Alexanian E.J., C(sp<sup>3</sup>)−H (N‐phenyltetrazole)thiolation as an enabling tool for molecular diversification, Angew. Chem. Int. Ed., 63, (2024)
  • [4] Kho S., Seung K.J., Huerga H., Bastard M., Khan P.Y., Mitnick C.D., Rich M.L., Islam S., Zhizhilashvili D., Yeghiazaryan L., Nikolenko E.N., Zarli K., Adnan S., Salahuddin N., Ahmed S., Vargas Z.H.R., Bekele A., Shaimerdenova A., Tamirat M., Gelin A., Vilbrun S.C., Hewison C., Khan U., Franke M., Sputum culture reversion in longer treatments with bedaquiline, delamanid, and repurposed drugs for drug-resistant tuberculosis, Nat. Commun., 15, (2024)
  • [5] Li H., Li X., Chen T., Yang Z., Shi D., Yin J., Yang D., Zhou S., Li J., Jin M., Antidepressant exposure as a source of disinfectant resistance in waterborne bacteria, J. Hazard. Mater., 452, (2023)
  • [6] Qiu Z., Zeng H., Li C.J., Coupling without coupling reactions: En route to developing phenols as sustainable coupling partners via dearomatization-rearomatization processes, Acc. Chem. Res., 53, pp. 2395-2413, (2020)
  • [7] Wang S., Yuan M., Zhang Q., Huang S., Recent progress in copper nanocatalysis for sustainable transformations, Curr. Opin. Green Sustainable Chem., 38, (2022)
  • [8] Strauss M.J., Greaves M.E., Kim S.T., Teijaro C.N., Schmidt M.A., Scola P.M., Buchwald S.L., Room‐temperature copper‐catalyzed etherification of aryl bromides, Angew. Chem. Int. Ed., 63, (2024)
  • [9] Yan H., Liu Y.H., Yang Y., Zhang H.Y., Liu X.R., Wei J.Z., Bai L.L., Wang Y., Zhang F.M., Covalent organic framework based WO3@COF/rGO for efficient visible-light-driven H<sub>2</sub> evolution by two-step separation mode, Chem. Eng. J., 431, (2022)
  • [10] Chen G., Xu B., Hydrogen bond donor and unbalanced ion pair promoter-assisted gold-catalyzed carbon-oxygen cross-coupling of (hetero)aryl iodides with alcohols, ACS Catal., 13, pp. 1823-1829, (2023)