Citation: Yishou WANG, Sha BAI, Yaoyu WANG, Yingfeng HAN. Controllable synthesis of polyimidazolium macrocycles based on metal-N-heterocyclic carbene templates[J]. Chinese Journal of Inorganic Chemistry, ;2024, 40(1): 221-231. doi: 10.11862/CJIC.20230378 shu

Controllable synthesis of polyimidazolium macrocycles based on metal-N-heterocyclic carbene templates

Yishou WANG ^{1, 2} ,
Sha BAI ^1,, ,
Yaoyu WANG ¹ ,
Yingfeng HAN ^1,,

1.
College of Chemistry and Materials Science, Northwest University, Xi'an 710127, China
2.
School of Chemical Engineering and Modern Materials, Shangluo University, Shangluo, Shaanxi 726000, China

Corresponding author: Sha BAI, baisha@nwu.edu.cn Yingfeng HAN, yfhan@nwu.edu.cn
Received Date: 12 October 2023
Revised Date: 15 December 2023

Figures(3)

In this investigation, we have devised a highly proficient methodology for synthesizing covalent organic macrocycles. The reaction involving bisimidazolium salts H₂-L1(BF₄)₂ (L1=A1, B1) with silver oxide resulted in the formation of binuclear silver metallacycles of the [Ag₂(L1)₂](BF₄)₂ (L1=A1, B1) classification. These metallacycles manifest olefinic appendages originating from two discrete dicarbene-bridged ligands arranged in pairs. Successive metal-carbene-templated ring-closing metathesis (RCM) precipitated the generation of two carbon-carbon double bonds connecting the two di-NHC ligands, thereby yielding cyclized binuclear silver metallacycles [Ag₂(L2)](BF₄)₂ (L2=A2, B2). Subsequent removal of the metal ions led to the formation of covalent organic macrocycles H₄-L2(BF₄)₄ (L2=A2, B2) with a substantial internal cavity. The dimensions and configuration of these polyimidazolium macrocycles can be facilely manipulated by adjusting the length and breadth of the bridging units in the ligands. Preliminary investigations indicate the potential applicability of this receptor in iodide sensing, detection, and recognition.
- template-directed synthesis,
- macrocycle,
- N-heterocyclic carbene,
- ring-closing metathesis
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