Halogen bonding-enhanced electrochemical halide anion sensing by redox-active ferrocene receptors

2015 ◽  
Vol 51 (78) ◽  
pp. 14640-14643 ◽  
Author(s):  
Jason Y. C. Lim ◽  
Matthew J. Cunningham ◽  
Jason J. Davis ◽  
Paul D. Beer
Keyword(s):  
Hydrogen Bonding ◽  
Halogen Bonding ◽  
Anion Receptors ◽  
Halide Anion ◽  
Anion Sensing ◽  
Redox Active

The first redox-active halogen bonding anion receptors display larger electrochemical voltammetric responses to halide binding compared to their hydrogen bonding analogues.

scholarly journals Enhanced Voltammetric Anion Sensing at Halogen and Hydrogen Bonding Ferrocenyl SAMs

2020 ◽  
Author(s):  
Robert Hein ◽  
Xiaoxiong Li ◽  
Paul D. Beer ◽  
Jason J Davis
Keyword(s):  
Signal Transduction ◽  
Hydrogen Bonding ◽  
Real Life ◽  
Halogen Bonding ◽  
Self Assembled Monolayers ◽  
Similar Response ◽  
Binding Motifs ◽  
Anion Sensing ◽  
Redox Active ◽  
Assembled Monolayers

Halogen bonding mediated electrochemical anion sensing has very recently been established as a potent platform for the selective and sensitive detection of anions, although the principles that govern binding and subsequent signal transduction remain poorly understood. Herein we address this challenge by providing a comprehensive study of novel redox-active halogen bonding (XB) and hydrogen bonding (HB) ferrocene-isophthalamide-(iodo)triazole receptors in solution and at self-assembled monolayers (SAMs). Under diffusive conditions the sensory performance of the XB sensor was significantly superior. In molecular films the XB and HB binding motifs both display a notably enhanced, but similar, response to specific anions. Importantly, the enhanced response of these films is rationalised by a consideration of the (interfacial) dielectric microenvironment. These effects, and the resolved relationship between anion binding and signal transduction, underpin an improved fundamental understanding of anion sensing at redox-active interfaces which will benefit not just the development of more potent, real-life relevant sensors, but also new tools to study host-guest interactions at interfaces.

scholarly journals Enhanced Voltammetric Anion Sensing at Halogen and Hydrogen Bonding Ferrocenyl SAMs

2020 ◽  
Author(s):  
Robert Hein ◽  
Xiaoxiong Li ◽  
Paul D. Beer ◽  
Jason J Davis
Keyword(s):  
Signal Transduction ◽  
Hydrogen Bonding ◽  
Real Life ◽  
Halogen Bonding ◽  
Self Assembled Monolayers ◽  
Similar Response ◽  
Binding Motifs ◽  
Anion Sensing ◽  
Redox Active ◽  
Assembled Monolayers

Halogen bonding mediated electrochemical anion sensing has very recently been established as a potent platform for the selective and sensitive detection of anions, although the principles that govern binding and subsequent signal transduction remain poorly understood. Herein we address this challenge by providing a comprehensive study of novel redox-active halogen bonding (XB) and hydrogen bonding (HB) ferrocene-isophthalamide-(iodo)triazole receptors in solution and at self-assembled monolayers (SAMs). Under diffusive conditions the sensory performance of the XB sensor was significantly superior. In molecular films the XB and HB binding motifs both display a notably enhanced, but similar, response to specific anions. Importantly, the enhanced response of these films is rationalised by a consideration of the (interfacial) dielectric microenvironment. These effects, and the resolved relationship between anion binding and signal transduction, underpin an improved fundamental understanding of anion sensing at redox-active interfaces which will benefit not just the development of more potent, real-life relevant sensors, but also new tools to study host-guest interactions at interfaces.

scholarly journals Enhanced voltammetric anion sensing at halogen and hydrogen bonding ferrocenyl SAMs

2021 ◽  
Author(s):  
Robert Hein ◽  
Xiaoxiong Li ◽  
Paul D. Beer ◽  
Jason J. Davis
Keyword(s):  
Hydrogen Bonding ◽  
Molecular Films ◽  
Surface Enhancement ◽  
Anion Sensing ◽  
Redox Active

Surface enhancement effects in the sensing of anions at redox-active molecular films are investigated in detail and rationalised based on a consideration of the dielectric binding microenvironment.

scholarly journals Selective perrhenate recognition in pure water by halogen bonding and hydrogen bonding alpha-cyclodextrin based receptors

2017 ◽  
Vol 53 (27) ◽  
pp. 3866-3869 ◽  
Author(s):  
Stuart P. Cornes ◽  
Mark R. Sambrook ◽  
Paul D. Beer
Keyword(s):  
Hydrogen Bond ◽  
Hydrogen Bonding ◽  
Pure Water ◽  
Aqueous Media ◽  
Halogen Bonding ◽  
Anion Receptors ◽  
Hydrogen Bond Donor

Alpha-cyclodextrin based anion receptors containing halogen and hydrogen bond donor motifs display selective association of perrhenate in neutral aqueous media.

Solution Phase Measurement of Both Weak σ and C−H···X−Hydrogen Bonding Interactions in Synthetic Anion Receptors

2008 ◽  
Vol 130 (33) ◽  
pp. 10895-10897 ◽  
Author(s):  
Orion B. Berryman ◽  
Aaron C. Sather ◽  
Benjamin P. Hay ◽  
Jeffrey S. Meisner ◽  
Darren W. Johnson
Keyword(s):  
Hydrogen Bonding ◽  
Phase Measurement ◽  
Solution Phase ◽  
Anion Receptors ◽  
Hydrogen Bonding Interactions

Synergic Interplay Between Halogen Bonding and Hydrogen Bonding in the Activation of a Neutral Substrate in a Nanoconfined Space

2020 ◽  
Vol 59 (2) ◽  
pp. 811-818 ◽  
Author(s):  
Pellegrino La Manna ◽  
Margherita De Rosa ◽  
Carmen Talotta ◽  
Antonio Rescifina ◽  
Giuseppe Floresta ◽  
...  
Keyword(s):  
Hydrogen Bonding ◽  
Halogen Bonding
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