Citation: Weier Liu, Linghui Kong, Mao Quan, Huan Yao, Liupan Yang, Ho Yu Au-Yeung, Wei Jiang. Selective recognition of methyl viologen by an endo-functionalized naphthobox[J]. Chinese Chemical Letters, ;2022, 33(11): 4896-4899. doi: 10.1016/j.cclet.2022.02.076 shu

Selective recognition of methyl viologen by an endo-functionalized naphthobox

Weier Liu ^{a, b} ,
Linghui Kong ^b ,
Mao Quan ^a ,
Huan Yao ^a ,
Liupan Yang ^{a, *,} ,
Ho Yu Au-Yeung ^{b, *,} ,
Wei Jiang ^{a, *,}

a.
Guangdong Provincial Key Laboratory of Catalysis and Department of Chemistry, Shenzhen Grubbs Institute, Southern University of Science and Technology, Shenzhen 518055, China
b.
Department of Chemistry, The University of Hong Kong, Hong Kong, China

yanglp@sustech.edu.cn

hoyuay@hku.hk

jiangw@sustech.edu.cn

Received Date: 24 December 2021
Revised Date: 23 February 2022
Accepted Date: 26 February 2022
Available Online: 2 March 2022

Figures(6)

Highly selective binding of structurally similar substrates is common for biomolecular recognition, but is often challenging to realize in synthetic hosts. Herein, we report highly selective binding of methyl viologen over other analogues by an endo-functionalized naphthobox. X-ray single crystal structure and Density Functional Theory (DFT) calculations revealed that the endo-functionalized groups in the cavity of the naphthobox is important for the high binding selectivity through the formation of multiple C–H…N, C–H…π, and π…π interactions with methyl viologen.
- Molecular recognition,
- Host-guest chemistry,
- Endo-functionalized cavity,
- Hydrogen bond,
- Naphthobox
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