scholarly journals Redox-controlled chalcogen and pnictogen bonding: the case of a sulfonium/stibonium dication as a preanionophore for chloride anion transport

2020 ◽  
Vol 11 (37) ◽  
pp. 10107-10112
Author(s):  
Gyeongjin Park ◽  
François P. Gabbaï

We describe a sulfonium/stibonium dication that behaves as a preanionophore activatable by glutathione (GSH). Indeed, this dication is reduced by GSH to yield a thioether/stibonium monocation that readily transports Cl− across phospholipid membranes.

2007 ◽  
pp. 2701-2703 ◽  
Author(s):  
Rosa I. Sáez Díaz ◽  
Jasmine Regourd ◽  
Paul V. Santacroce ◽  
Jeffery T. Davis ◽  
David L. Jakeman ◽  
...  

2020 ◽  
Vol 11 (28) ◽  
pp. 7495-7500 ◽  
Author(s):  
Benyu Zhou ◽  
François P. Gabbaï

The oxidative alkylation of diorganotellurides enhances the chalcogen-bond donor properties of the tellurium center, an effect manifested in the enhanced chloride anion affinity and transport properties of the resulting telluronium cations.


2014 ◽  
Vol 50 (65) ◽  
pp. 9157 ◽  
Author(s):  
Domenico Milano ◽  
Barnaba Benedetti ◽  
Mariangela Boccalon ◽  
Andrea Brugnara ◽  
Elisabetta Iengo ◽  
...  

2012 ◽  
Vol 18 (9) ◽  
pp. 2514-2523 ◽  
Author(s):  
In-Won Park ◽  
Jaeduk Yoo ◽  
Bohyang Kim ◽  
Suman Adhikari ◽  
Sung Kuk Kim ◽  
...  

ACS Omega ◽  
2020 ◽  
Vol 5 (27) ◽  
pp. 16395-16405
Author(s):  
Goutam Kulsi ◽  
Achinta Sannigrahi ◽  
Snehasis Mishra ◽  
Krishna Das Saha ◽  
Sriparna Datta ◽  
...  

2016 ◽  
Vol 514 ◽  
pp. 125-134 ◽  
Author(s):  
Alina Amel ◽  
Nir Gavish ◽  
Liang Zhu ◽  
Dario R. Dekel ◽  
Michael A. Hickner ◽  
...  

2014 ◽  
Vol 6 (10) ◽  
pp. 885-892 ◽  
Author(s):  
Sung-Kyun Ko ◽  
Sung Kuk Kim ◽  
Andrew Share ◽  
Vincent M. Lynch ◽  
Jinhong Park ◽  
...  

2019 ◽  
Author(s):  
Elena Prigorchenko ◽  
Sandra Kaabel ◽  
Triin Narva ◽  
Anastassia Baškir ◽  
Maria Fomitšenko ◽  
...  

Amplification of a thermodynamically unfavoured macrocyclic product through the directed shift of the equilibrium between dynamic covalent chemistry library members is difficult to achieve. We show for the first time that during condensation of formaldehyde and <i>cis</i>-<i>N,N'</i>-cyclohexa-1,2-diylurea formation of <i>inverted-cis</i>-cyclohexanohemicucurbit[6]uril (<i>i-cis</i>-cycHC[6]) can be induced at the expense of thermodynamically favoured <i>cis</i>-cyclohexanohemicucurbit[6]uril (<i>cis</i>-cycHC[6]). The formation of <i>i-cis-</i>cycHC[6] is enhanced in low concentration of the templating chloride anion and suppressed in excess of this template. We found that reaction selectivity is governed by the solution-based template-aided dynamic combinatorial chemistry and continuous removal of the formed cycHC[6] macrocycles from the equilibrating solution by precipitation. Notably, the <i>i-cis</i>-cycHC[6] was isolated with 33% yield. Different binding affinities of three diastereomeric <i>i-cis</i>-, <i>cis</i>-cycHC[6] and their chiral isomer (<i>R,R</i>)-cycHC[6] for trifluoroacetic acid demonstrate the influence of macrocycle geometry on complex formation.


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