Citation: Xu Hongxing, Wang Qiaochun. Cucurbit[7]uril/CuCl promoting decomposition of 4-nitrobenzenediazonium in aqueous solution[J]. Chinese Chemical Letters, ;2019, 30(2): 337-339. doi: 10.1016/j.cclet.2018.03.014 shu

Cucurbit[7]uril/CuCl promoting decomposition of 4-nitrobenzenediazonium in aqueous solution

Xu Hongxing ,
Wang Qiaochun ^*,

Key Laboratory for Advanced Materials and Institute of Fine Chemicals, School of Chemistry and Molecular Engineering, East China University of Science & Technology, Shanghai 200237, China

qcwang@ecust.edu.cn

Received Date: 17 January 2018
Revised Date: 25 February 2018
Accepted Date: 12 March 2018
Available Online: 14 February 2018

Figures(5)

4-Nitro-benzendiazonium (4-NBD) was found to form a 1:1 host-guest complex (NBD@CB) with cucurbit[7]uril (CB[7]) in aqueous solution and 4-NBD enters into the cavity of CB[7] with a binding constant of 1.28×10⁵ L/mol. NBD@CB can be decomposed into a nitrobenzene/4-nitrophenol mixture in a high total yield (61% + 33%) in the presence of CuCl, unlike the decomposition of 4-NBD in the presence of either CB[7] or CuCl, or both absence, where would result in significant amounts of unknown byproducts. This work might provide an economic and effective way to obtain arenes or phenols through the substitution of diazonium salts.
- Diazonium salts,
- Cucurbiturils,
- Host-guest complexes,
- Supramolecular chemistry,
- CuCl
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