Synthesis, Structure, and Anion Binding Properties of Electron‐Deficient Tetrahomocorona[4]arenes: Shape Selectivity in Anion–π Interactions
Tetrahomocorona[2]arene[2]tetrazines were constructed by means of a fragment coupling strategy based on nucleophilic aromatic substitution reaction starting from 3,6‐dichlorotetrazine and o‐, m‐, and p‐bis(hydroxymethyl)benzenes. The unprecedented macrocycles gave rectangular box‐like cavities with...
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Published in | Angewandte Chemie Vol. 130; no. 22; pp. 6646 - 6650 |
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Main Authors | , , |
Format | Journal Article |
Language | English |
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28.05.2018
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Abstract | Tetrahomocorona[2]arene[2]tetrazines were constructed by means of a fragment coupling strategy based on nucleophilic aromatic substitution reaction starting from 3,6‐dichlorotetrazine and o‐, m‐, and p‐bis(hydroxymethyl)benzenes. The unprecedented macrocycles gave rectangular box‐like cavities with tunable cavity sizes and deficient electronic properties depending on the substitution pattern of phenylene. Due to anion–π interactions, they formed complexes selectively with azide and thiocyanate owing to complementary shapes between host and guest.
Passt! Tetrahomocorona[2]aren‐[2]Tetrazine, die elektronenarme rechteckige Hohlräume mit einstellbarer Größe enthalten, bilden selektiv Komplexe mit Azid und Thiocyanat. Die Selektivität geht auf die komplementären Formen zwischen Wirt und Gast bei der Bildung der Anion‐π‐Wechselwirkungen zurück. |
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AbstractList | Abstract
Tetrahomocorona[2]arene[2]tetrazines were constructed by means of a fragment coupling strategy based on nucleophilic aromatic substitution reaction starting from 3,6‐dichlorotetrazine and
o
‐,
m
‐, and
p
‐bis(hydroxymethyl)benzenes. The unprecedented macrocycles gave rectangular box‐like cavities with tunable cavity sizes and deficient electronic properties depending on the substitution pattern of phenylene. Due to anion–π interactions, they formed complexes selectively with azide and thiocyanate owing to complementary shapes between host and guest. Tetrahomocorona[2]arene[2]tetrazines were constructed by means of a fragment coupling strategy based on nucleophilic aromatic substitution reaction starting from 3,6‐dichlorotetrazine and o‐, m‐, and p‐bis(hydroxymethyl)benzenes. The unprecedented macrocycles gave rectangular box‐like cavities with tunable cavity sizes and deficient electronic properties depending on the substitution pattern of phenylene. Due to anion–π interactions, they formed complexes selectively with azide and thiocyanate owing to complementary shapes between host and guest. Passt! Tetrahomocorona[2]aren‐[2]Tetrazine, die elektronenarme rechteckige Hohlräume mit einstellbarer Größe enthalten, bilden selektiv Komplexe mit Azid und Thiocyanat. Die Selektivität geht auf die komplementären Formen zwischen Wirt und Gast bei der Bildung der Anion‐π‐Wechselwirkungen zurück. |
Author | Liu, Han‐Bin Wang, Mei‐Xiang Zhang, Qian |
Author_xml | – sequence: 1 givenname: Han‐Bin surname: Liu fullname: Liu, Han‐Bin organization: Tsinghua University – sequence: 2 givenname: Qian surname: Zhang fullname: Zhang, Qian organization: Tsinghua University – sequence: 3 givenname: Mei‐Xiang orcidid: 0000-0001-7112-0657 surname: Wang fullname: Wang, Mei‐Xiang email: wangmx@mail.tsinghua.edu.cn organization: Tsinghua University |
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Snippet | Tetrahomocorona[2]arene[2]tetrazines were constructed by means of a fragment coupling strategy based on nucleophilic aromatic substitution reaction starting... Abstract Tetrahomocorona[2]arene[2]tetrazines were constructed by means of a fragment coupling strategy based on nucleophilic aromatic substitution reaction... |
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SubjectTerms | Anion-π-Wechselwirkungen Anionenerkennung Coronarene Makrocyclen Thiocyanat |
Title | Synthesis, Structure, and Anion Binding Properties of Electron‐Deficient Tetrahomocorona[4]arenes: Shape Selectivity in Anion–π Interactions |
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