ArticleChemistry (Weinheim an der Bergstrasse, Germany)2021
Endohedral Hydrogen Bonding Templates the Formation of a Highly Strained Covalent Organic Cage Compound*.
Article in Chemistry (Weinheim an der Bergstrasse, Germany), 2021. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 6 papers.
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Who cites it
6 citing papers in PubMed.
- Enabling technology for accelerated discovery of supramolecular materials.Chemical science · 2025Review
- The sharp structural switch of covalent cages mediated by subtle variation of directing groups.Nature communications · 2023Article
- Isoreticular Crystallization of Highly Porous Cubic Covalent Organic Cage Compounds*.Angewandte Chemie (International ed. in English) · 2021Article
- Cucurbitimines - imine cages with concave walls.Organic chemistry frontiers : an international journal of organic chemistry · 2021Article
- Soluble Congeners of Prior Insoluble Shape-Persistent Imine Cages.Chemistry (Weinheim an der Bergstrasse, Germany) · 2021Article
- Endohedral Hydrogen Bonding Templates the Formation of a Highly Strained Covalent Organic Cage Compound*.Chemistry (Weinheim an der Bergstrasse, Germany) · 2021Article
Corrections and comments
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Authors and funding
5 authors.
Funding
Abstract
A highly strained covalent organic cage compound was synthesized from hexahydroxy tribenzotriquinacene (TBTQ) and a meta-terphenyl-based diboronic acid with an additional benzoic acid substituent in 2'-position. Usually, a 120° bite angle in the unsubstituted ditopic linker favors the formation of a [4+6] cage assembly. Here, the introduction of the benzoic acid group is shown to lead to a perfectly preorganized circular hydrogen-bonding array in the cavity of a trigonal-bipyramidal [2+3] cage, which energetically overcompensates the additional strain energy caused by the larger mismatch in bite angles for the smaller assembly. The strained cage compound was analyzed by mass spectrometry and
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