Citation: Chen Wang, Jin Shang, Li Tian, Hongwei Zhao, Peng Wang, Kai Feng, Guokang He, Jefferson Zhe Liu, Wei Zhu, Guangtao Li. Direct identification of HMX via guest-induced fluorescence turn-on of molecular cage[J]. Chinese Chemical Letters, ;2021, 32(12): 4006-4010. doi: 10.1016/j.cclet.2021.05.051 shu

Direct identification of HMX via guest-induced fluorescence turn-on of molecular cage

Chen Wang ^{a, e, 1,} ,
Jin Shang ^{b, 1} ,
Li Tian ^a ,
Hongwei Zhao ^a ,
Peng Wang ^a ,
Kai Feng ^a ,
Guokang He ^a ,
Jefferson Zhe Liu ^c ,
Wei Zhu ^d ,
Guangtao Li ^{a, **,}

a.
Department of Chemistry, Tsinghua University, Beijing 100084, China
b.
School of Energy and Environment, City University of Hong Kong, Hong Kong, China
c.
Department of Mechanical Engineering, The University of Melbourne, Parkville, VIC 3010, Australia
d.
School of Biology and Biological Engineering, South China University of Technology, Guangzhou 510006, China
e.
Institute of chemistry, Hebrew University of Jerusalem, Jerusalem 91904, Israel

^**

chen.wang@mail.huji.ac.il

lgt@mail.tsinghua.edu.cn

Received Date: 24 January 2021
Revised Date: 23 May 2021
Accepted Date: 25 May 2021
Available Online: 1 June 2021

Figures(5)

Octahydro-1,3,5,7-tetranitro-1,3,5,7-tetrazocine (HMX) is one of the most widely used powerful explosives. The direct and selective detection of HMX, without the requirement of specialized equipment, remains a great challenge due to its extremely low volatility, unfavorable reduction potential and lack of aromatic rings. Here, we report the first chemical probe of direct identification of HMX at ppb sensitivity based on a designed metal-organic cage (MOC). The cage features two unsaturated dicopper units and four electron donating amino groups inside the cavity, providing multiple binding sites to selectively enhance host-guest events. It was found that compared to other explosive molecules the capture of HMX inside the cavity would strongly modulate the emissive behavior of the host cage, resulting in highly induced fluorescence "turn-on" (160 folds). Based on the density functional theory (DFT) simulation, the mutual fit of both size and binding sites between host and guest leads to the synergistic effects that perturb the ligand-to-metal charge-transfer (LMCT) process, which is probably the origin of such selective HMX-induced turn-on behavior.
- Chemical sensing,
- Explosive detection,
- HMX,
- Molecular cage,
- Host-guest chemistry,
- Fluorescence turn-on
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