Site-Selective Binding of Peripheral Chiral Guests Induces Stereospecificity in A4L6 Tetrahedral Anion Cages

Boyang Li; Bo Zheng; Wenyao Zhang; Dan Zhang; Xiao Juan Yang; Biao Wu

doi:10.1021/jacs.0c00882

Site-Selective Binding of Peripheral Chiral Guests Induces Stereospecificity in A₄L₆ Tetrahedral Anion Cages

Boyang Li, Bo Zheng, Wenyao Zhang, Dan Zhang, Xiao Juan Yang, Biao Wu^*

^*Corresponding author for this work

Research output: Contribution to journal › Article › peer-review

52 Citations (Scopus)

Abstract

Herein we report an unprecedented chiral induction of anion-coordination-driven tetrahedra (A₄L₆-type) by peripheral guests, S-, R-α-methylcholine and S-, R-β-methylcholine, which are bound along the tetrahedral edges in a highly site-specific fashion. This "peripheral templation", which has proven indispensable for the formation of tetrahedral structure, is also an effective approach to encoding chiral information to the tetrahedron. Moreover, the site-selective binding of chiral choline derivatives to the anion cage with induced one-handedness may imply applications of such metal-free, labile systems in the study of biological processes such as selective recognition of structurally similar molecules.

Original language	English
Article number	0c00882
Pages (from-to)	6304-6311
Number of pages	8
Journal	Journal of the American Chemical Society
Volume	142
Issue number	13
DOIs	https://doi.org/10.1021/jacs.0c00882
Publication status	Published - 1 Apr 2020
Externally published	Yes

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Li, B., Zheng, B., Zhang, W., Zhang, D., Yang, X. J., & Wu, B. (2020). Site-Selective Binding of Peripheral Chiral Guests Induces Stereospecificity in A₄L₆ Tetrahedral Anion Cages. Journal of the American Chemical Society, 142(13), 6304-6311. Article 0c00882. https://doi.org/10.1021/jacs.0c00882

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title = "Site-Selective Binding of Peripheral Chiral Guests Induces Stereospecificity in A4L6 Tetrahedral Anion Cages",

abstract = "Herein we report an unprecedented chiral induction of anion-coordination-driven tetrahedra (A4L6-type) by peripheral guests, S-, R-α-methylcholine and S-, R-β-methylcholine, which are bound along the tetrahedral edges in a highly site-specific fashion. This {"}peripheral templation{"}, which has proven indispensable for the formation of tetrahedral structure, is also an effective approach to encoding chiral information to the tetrahedron. Moreover, the site-selective binding of chiral choline derivatives to the anion cage with induced one-handedness may imply applications of such metal-free, labile systems in the study of biological processes such as selective recognition of structurally similar molecules.",

author = "Boyang Li and Bo Zheng and Wenyao Zhang and Dan Zhang and Yang, \{Xiao Juan\} and Biao Wu",

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doi = "10.1021/jacs.0c00882",

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AU - Li, Boyang

AU - Zheng, Bo

AU - Zhang, Wenyao

AU - Zhang, Dan

AU - Yang, Xiao Juan

AU - Wu, Biao

PY - 2020/4/1

Y1 - 2020/4/1

N2 - Herein we report an unprecedented chiral induction of anion-coordination-driven tetrahedra (A4L6-type) by peripheral guests, S-, R-α-methylcholine and S-, R-β-methylcholine, which are bound along the tetrahedral edges in a highly site-specific fashion. This "peripheral templation", which has proven indispensable for the formation of tetrahedral structure, is also an effective approach to encoding chiral information to the tetrahedron. Moreover, the site-selective binding of chiral choline derivatives to the anion cage with induced one-handedness may imply applications of such metal-free, labile systems in the study of biological processes such as selective recognition of structurally similar molecules.

AB - Herein we report an unprecedented chiral induction of anion-coordination-driven tetrahedra (A4L6-type) by peripheral guests, S-, R-α-methylcholine and S-, R-β-methylcholine, which are bound along the tetrahedral edges in a highly site-specific fashion. This "peripheral templation", which has proven indispensable for the formation of tetrahedral structure, is also an effective approach to encoding chiral information to the tetrahedron. Moreover, the site-selective binding of chiral choline derivatives to the anion cage with induced one-handedness may imply applications of such metal-free, labile systems in the study of biological processes such as selective recognition of structurally similar molecules.

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Site-Selective Binding of Peripheral Chiral Guests Induces Stereospecificity in A₄L₆ Tetrahedral Anion Cages

Abstract

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