Azobenzene-Bridged Expanded “Texas-sized” Box: A Multi-Responsive Receptor for Aryl Dianion Encapsulation

Xiaodong Chi; Wanglai Cen; Jack A. Queenan; Lingliang Long; Vincent Lynch; Niveen M. Khashab; Jonathan L. Sessler

doi:10.1021/jacs.9b01241

Azobenzene-Bridged Expanded “Texas-sized” Box: A Multi-Responsive Receptor for Aryl Dianion Encapsulation

Xiaodong Chi, Wanglai Cen, Jack A. Queenan, Lingliang Long, Vincent Lynch, Niveen M. Khashab, Jonathan L. Sessler

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

70 Scopus citations

Abstract

We report an expanded “Texas-sized” molecular box (AzoTxSB) that incorporates photoresponsive azobenzene bridging subunits and anion recognition motifs. The shape of this box can be switched through light induced E ↔ Z photoisomerization of the constituent azobenzenes. This allows various anionic substrates to be bound and released by using different forms of the box. Control can also be achieved using other environmental stimuli, such as pH and anion competition.

Original language	English (US)
Pages (from-to)	6468-6472
Number of pages	5
Journal	Journal of the American Chemical Society
Volume	141
Issue number	16
DOIs	https://doi.org/10.1021/jacs.9b01241
State	Published - Apr 8 2019

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10.1021/jacs.9b01241

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title = "Azobenzene-Bridged Expanded “Texas-sized” Box: A Multi-Responsive Receptor for Aryl Dianion Encapsulation",

abstract = "We report an expanded “Texas-sized” molecular box (AzoTxSB) that incorporates photoresponsive azobenzene bridging subunits and anion recognition motifs. The shape of this box can be switched through light induced E ↔ Z photoisomerization of the constituent azobenzenes. This allows various anionic substrates to be bound and released by using different forms of the box. Control can also be achieved using other environmental stimuli, such as pH and anion competition.",

author = "Xiaodong Chi and Wanglai Cen and Queenan, {Jack A.} and Lingliang Long and Vincent Lynch and Khashab, {Niveen M.} and Sessler, {Jonathan L.}",

note = "KAUST Repository Item: Exported on 2020-10-01 Acknowledged KAUST grant number(s): OSR-2017-CRG6-3503.01 Acknowledgements: The work was supported by the U.S. Department of Energy Office of Basic Energy Sciences (Grant DE-FG02-01ER15186), the King Abdullah University of Science and Technology (KAUST) under grant OSR-2017-CRG6-3503.01, and the R. A. Welch Foundation (Grant F-1018).",

year = "2019",

month = apr,

day = "8",

doi = "10.1021/jacs.9b01241",

language = "English (US)",

volume = "141",

pages = "6468--6472",

journal = "Journal of the American Chemical Society",

issn = "0002-7863",

publisher = "American Chemical Society",

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T1 - Azobenzene-Bridged Expanded “Texas-sized” Box: A Multi-Responsive Receptor for Aryl Dianion Encapsulation

AU - Chi, Xiaodong

AU - Cen, Wanglai

AU - Queenan, Jack A.

AU - Long, Lingliang

AU - Lynch, Vincent

AU - Khashab, Niveen M.

AU - Sessler, Jonathan L.

N1 - KAUST Repository Item: Exported on 2020-10-01 Acknowledged KAUST grant number(s): OSR-2017-CRG6-3503.01 Acknowledgements: The work was supported by the U.S. Department of Energy Office of Basic Energy Sciences (Grant DE-FG02-01ER15186), the King Abdullah University of Science and Technology (KAUST) under grant OSR-2017-CRG6-3503.01, and the R. A. Welch Foundation (Grant F-1018).

PY - 2019/4/8

Y1 - 2019/4/8

N2 - We report an expanded “Texas-sized” molecular box (AzoTxSB) that incorporates photoresponsive azobenzene bridging subunits and anion recognition motifs. The shape of this box can be switched through light induced E ↔ Z photoisomerization of the constituent azobenzenes. This allows various anionic substrates to be bound and released by using different forms of the box. Control can also be achieved using other environmental stimuli, such as pH and anion competition.

AB - We report an expanded “Texas-sized” molecular box (AzoTxSB) that incorporates photoresponsive azobenzene bridging subunits and anion recognition motifs. The shape of this box can be switched through light induced E ↔ Z photoisomerization of the constituent azobenzenes. This allows various anionic substrates to be bound and released by using different forms of the box. Control can also be achieved using other environmental stimuli, such as pH and anion competition.

UR - http://hdl.handle.net/10754/653021

UR - https://pubs.acs.org/doi/10.1021/jacs.9b01241

UR - http://www.scopus.com/inward/record.url?scp=85064882010&partnerID=8YFLogxK

U2 - 10.1021/jacs.9b01241

DO - 10.1021/jacs.9b01241

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VL - 141

SP - 6468

EP - 6472

JO - Journal of the American Chemical Society

JF - Journal of the American Chemical Society

IS - 16

ER -

Azobenzene-Bridged Expanded “Texas-sized” Box: A Multi-Responsive Receptor for Aryl Dianion Encapsulation

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CCDC 1866348: Experimental Crystal Structure Determination : 3,6,12,15,21,22,28,31,37,40,46,47,56,63-tetradecaazaundecacyclo[46.2.2.217,20.223,26.242,45.13,6.17,11.112,15.128,31.132,36.137,40]tetrahexaconta-1(50),3(64),4,7(63),8,10,13,15(62),17,19,21,23,25

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Azobenzene-Bridged Expanded “Texas-sized” Box: A Multi-Responsive Receptor for Aryl Dianion Encapsulation

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CCDC 1866348: Experimental Crystal Structure Determination : 3,6,12,15,21,22,28,31,37,40,46,47,56,63-tetradecaazaundecacyclo[46.2.2.217,20.223,26.242,45.13,6.17,11.112,15.128,31.132,36.137,40]tetrahexaconta-1(50),3(64),4,7(63),8,10,13,15(62),17,19,21,23,25

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