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Supramolecular structural control: photochemical reactions between styrylpyridine derivative and cucurbit[7,8]urils

Yuan, Shang Wei; Wu, Heng; Yang, Xi Nan; Yang, Mao Xia; Luo, Yang; Min, Wen; Lu, Zhen Feng; Redshaw, Carl; Tao, Zhu; Xiao, Xin

Authors

Shang Wei Yuan

Heng Wu

Xi Nan Yang

Mao Xia Yang

Yang Luo

Wen Min

Zhen Feng Lu

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Professor Carl Redshaw C.Redshaw@hull.ac.uk
Professor of Inorganic Materials Chemistry and REF Lead for Chemistry

Zhu Tao

Xin Xiao



Abstract

The use of cucurbit[n]urils to control the photochemical reactions of styrylpyridine salts has become a new strategy in supramolecular chemistry. In an aqueous solution, styrylpyridine derivatives (CHP) can form supramolecular complexes of the 1:2 and 2:1 type with cucurbit[8]uril (Q[8]) and cucurbit[7]uril (Q[7]), respectively. Given the photosensitivity of the CHP, the C=C bond of the CHP undergoes a cis-trans isomerization reaction and a [2+2] cycloaddition reaction under 365 nm UV irradiation in an aqueous solution. After binding with Q[8], the photo-induced [2+2] cycloaddition reaction rate of the CHP is greatly increased, while after binding with Q[7], the C=C bond of the CHP only undergoes a cis-trans isomerization reaction, i.e. no further photo-induced [2+2] cycloaddition reaction occurs. Competitive experiments demonstrated that CHP is more inclined to combine with Q[7], and thus when Q[7] and Q[8] coexist in the system, the inhibition of the [2+2] cycloaddition reaction of CHP by Q[7] is not disrupted. The characteristics of this supramolecular catalysis and supramolecular protection make it applicable to catalyze or inhibit reactions required under specific circumstances.

Citation

Yuan, S. W., Wu, H., Yang, X. N., Yang, M. X., Luo, Y., Min, W., …Xiao, X. (2023). Supramolecular structural control: photochemical reactions between styrylpyridine derivative and cucurbit[7,8]urils. New journal of chemistry = Nouveau journal de chimie, https://doi.org/10.1039/d2nj03718a

Journal Article Type Article
Acceptance Date Dec 15, 2022
Online Publication Date Jan 13, 2023
Publication Date 2023
Deposit Date Jan 13, 2023
Publicly Available Date Mar 28, 2024
Journal New Journal of Chemistry
Print ISSN 1144-0546
Electronic ISSN 1369-9261
Publisher Royal Society of Chemistry
Peer Reviewed Peer Reviewed
DOI https://doi.org/10.1039/d2nj03718a
Keywords Materials Chemistry; General Chemistry; Catalysis
Public URL https://hull-repository.worktribe.com/output/4176029

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©2023 The authors. All rights reserved.




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