Shape-shifting p-cyclophanes as portals to switching, sensing, delivery and logic operations in water

Chao-Yi Yao; Hong-Yu Lin; Brian Daly; Ze-Qing  Chen; Hannah S.N. Crory; H. Q. Nimal  Gunaratne; Eric V. Anslyn; A. Prasanna  de Silva

doi:10.1039/D2QO02043B

Shape-shifting p-cyclophanes as portals to switching, sensing, delivery and logic operations in water

Chao-Yi Yao, Hong-Yu Lin, Brian Daly, Ze-Qing Chen, Hannah S.N. Crory, H. Q. Nimal Gunaratne, Eric V. Anslyn, A. Prasanna de Silva^*

^*Corresponding author for this work

School of Chemistry and Chemical Engineering

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

2 Citations (Scopus)

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Abstract

The hybridization state of carbon atoms between phenylene units in p-cyclophanes is shown to control the guest binding properties of these hosts. Dimeric cyclophanes can be shape-switched by redox so that small aromatics can be captured or released. Trimeric cyclophanes perform similar functions on polypyridineRu(II) complexes. Controlled capture and release are key to delivery of such cargos. The luminescence and electrochemical signals which are modulated during these processes serve as sensing functions. Some of these modulations are so strong that Boolean logic schemes can be applied. Small-scale serial integration of sequential and combinational logic is seen.

Original language	English
Pages (from-to)	1570-1576
Number of pages	7
Journal	Organic Chemistry Frontiers
Volume	10
Issue number	6
Early online date	26 Jan 2023
DOIs	https://doi.org/10.1039/D2QO02043B
Publication status	Published - 21 Mar 2023

Keywords

Organic Chemistry

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10.1039/D2QO02043BLicence: CC BY-NC

Shape-shifting p-cyclophanes as portals to switching, sensing, delivery and logic operations in water
Copyright 2023 The Authors. This is an open access Creative Commons Attribution-NonCommercial License (https://creativecommons.org/licenses/by-nc/4.0/), which permits use, distribution and reproduction for non-commercial purposes, provided the author and source are cited.
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Cite this

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title = "Shape-shifting p-cyclophanes as portals to switching, sensing, delivery and logic operations in water",

abstract = "The hybridization state of carbon atoms between phenylene units in p-cyclophanes is shown to control the guest binding properties of these hosts. Dimeric cyclophanes can be shape-switched by redox so that small aromatics can be captured or released. Trimeric cyclophanes perform similar functions on polypyridineRu(II) complexes. Controlled capture and release are key to delivery of such cargos. The luminescence and electrochemical signals which are modulated during these processes serve as sensing functions. Some of these modulations are so strong that Boolean logic schemes can be applied. Small-scale serial integration of sequential and combinational logic is seen.",

keywords = "Organic Chemistry",

author = "Chao-Yi Yao and Hong-Yu Lin and Brian Daly and Ze-Qing Chen and Crory, {Hannah S.N.} and Gunaratne, {H. Q. Nimal} and Anslyn, {Eric V.} and {de Silva}, {A. Prasanna}",

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doi = "10.1039/D2QO02043B",

language = "English",

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T1 - Shape-shifting p-cyclophanes as portals to switching, sensing, delivery and logic operations in water

AU - Yao, Chao-Yi

AU - Lin, Hong-Yu

AU - Daly, Brian

AU - Chen, Ze-Qing

AU - Crory, Hannah S.N.

AU - Gunaratne, H. Q. Nimal

AU - Anslyn, Eric V.

AU - de Silva, A. Prasanna

PY - 2023/3/21

Y1 - 2023/3/21

N2 - The hybridization state of carbon atoms between phenylene units in p-cyclophanes is shown to control the guest binding properties of these hosts. Dimeric cyclophanes can be shape-switched by redox so that small aromatics can be captured or released. Trimeric cyclophanes perform similar functions on polypyridineRu(II) complexes. Controlled capture and release are key to delivery of such cargos. The luminescence and electrochemical signals which are modulated during these processes serve as sensing functions. Some of these modulations are so strong that Boolean logic schemes can be applied. Small-scale serial integration of sequential and combinational logic is seen.

AB - The hybridization state of carbon atoms between phenylene units in p-cyclophanes is shown to control the guest binding properties of these hosts. Dimeric cyclophanes can be shape-switched by redox so that small aromatics can be captured or released. Trimeric cyclophanes perform similar functions on polypyridineRu(II) complexes. Controlled capture and release are key to delivery of such cargos. The luminescence and electrochemical signals which are modulated during these processes serve as sensing functions. Some of these modulations are so strong that Boolean logic schemes can be applied. Small-scale serial integration of sequential and combinational logic is seen.

KW - Organic Chemistry

U2 - 10.1039/D2QO02043B

DO - 10.1039/D2QO02043B

M3 - Article

SN - 2052-4129

VL - 10

SP - 1570

EP - 1576

JO - Organic Chemistry Frontiers

JF - Organic Chemistry Frontiers

IS - 6

ER -

Shape-shifting p-cyclophanes as portals to switching, sensing, delivery and logic operations in water

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