scholarly journals Impact of mechanical bonding on the redox-switching of tetrathiafulvalene in crown ether–ammonium [2]rotaxanes

2017 ◽  
Vol 8 (9) ◽  
pp. 6300-6306 ◽  
Author(s):  
Hendrik V. Schröder ◽  
Sebastian Sobottka ◽  
Maite Nößler ◽  
Henrik Hupatz ◽  
Marius Gaedke ◽  
...  
Keyword(s):  
Crown Ether ◽  
Redox Active ◽  
Redox Switching ◽  
Mechanical Bonding

Switchable crown ether–ammonium [2]rotaxanes with a redox-active tetrathiafulvalene (TTF) unit implemented in their wheels were synthesised and fully characterised.

Biomimetic Model for a Photosynthetic Reaction Center: A Porphyrin with a Covalently Linked, Redox-Active Crown Ether

1994 ◽  
Vol 33 (22) ◽  
pp. 2318-2320 ◽  
Author(s):  
Licheng Sun ◽  
Jörg von Gersdorff ◽  
Dominique Niethammer ◽  
Peizhu Tian ◽  
Harry Kurreck
Keyword(s):  
Crown Ether ◽  
Reaction Center ◽  
Photosynthetic Reaction Center ◽  
Redox Active ◽  
Covalently Linked

Novel biomimetic models for photosynthesis: Porphyrins covalently linked to redox-active crown ether quinones

Tetrahedron ◽  
1995 ◽  
Vol 51 (12) ◽  
pp. 3535-3548 ◽  
Author(s):  
Licheng Sun ◽  
Jörg von Gersdorff ◽  
Jens Sobek ◽  
Harry Kurreck
Keyword(s):  
Crown Ether ◽  
Biomimetic Models ◽  
Redox Active ◽  
Covalently Linked

scholarly journals Sequence-sorted redox-switchable hetero[3]rotaxanes

2021 ◽  
Author(s):  
Marius Gaedke ◽  
Henrik Hupatz ◽  
Jan Felix Witte ◽  
Susanne M. Rupf ◽  
Clara Douglas ◽  
...  
Keyword(s):  
Crown Ether ◽  
Redox Active

From a library of five crown ether macrocycles with different ring sizes and redox-active moieties, such as tetrathiafulvalene (TTF) and naphthalene dimiide (NDI), directional heterocircuit[3]rotaxanes were constructed. Using an axle...

Crown ether derivatives of squaraine: new near-infrared-absorbing, redox-active fluoroionophores for alkali metal recognition

1995 ◽  
Vol 32 (6) ◽  
pp. 213 ◽  
Author(s):  
Suresh Das ◽  
K. George Thomas ◽  
K. J. Thomas ◽  
M. V. George ◽  
I. Bedja ◽  
...  
Keyword(s):  
Crown Ether ◽  
Alkali Metal ◽  
Near Infrared ◽  
Redox Active ◽  
Metal Recognition ◽  
Derivatives Of

Novel Tin-Containing Crown Ether Substituted Ferrocenophanes as Redox-Active Hosts for the Ditopic Complexation of Lithium Chloride

2013 ◽  
Vol 32 (20) ◽  
pp. 5720-5730 ◽  
Author(s):  
Anicet Siakam Wendji ◽  
Michael Lutter ◽  
Christina Dietz ◽  
Viatcheslav Jouikov ◽  
Klaus Jurkschat
Keyword(s):  
Crown Ether ◽  
Lithium Chloride ◽  
Redox Active

scholarly journals Thermodynamic and electrochemical study of tailor-made crown ethers for redox-switchable (pseudo)rotaxanes

2020 ◽  
Vol 16 ◽  
pp. 2576-2588
Author(s):  
Henrik Hupatz ◽  
Marius Gaedke ◽  
Hendrik V Schröder ◽  
Julia Beerhues ◽  
Arto Valkonen ◽  
...  
Keyword(s):  
Crown Ethers ◽  
Building Blocks ◽  
Binding Energies ◽  
Titration Calorimetry ◽  
Emergent Properties ◽  
Naphthalene Diimide ◽  
Redox Active ◽  
Voltammetric Techniques ◽  
Redox Switching ◽  
Redox Switches

Crown ethers are common building blocks in supramolecular chemistry and are frequently applied as cation sensors or as subunits in synthetic molecular machines. Developing switchable and specifically designed crown ethers enables the implementation of function into molecular assemblies. Seven tailor-made redox-active crown ethers incorporating tetrathiafulvalene (TTF) or naphthalene diimide (NDI) as redox-switchable building blocks are described with regard to their potential to form redox-switchable rotaxanes. A combination of isothermal titration calorimetry and voltammetric techniques reveals correlations between the binding energies and redox-switching properties of the corresponding pseudorotaxanes with secondary ammonium ions. For two different weakly coordinating anions, a surprising relation between the enthalpic and entropic binding contributions of the pseudorotaxanes was discovered. These findings were applied to the synthesis of an NDI-[2]rotaxane, which retains similar spectroelectrochemical properties compared to the corresponding free macrocycle. The detailed understanding of the thermodynamic and electrochemical properties of the tailor-made crown ethers lays the foundation for the construction of new types of molecular redox switches with emergent properties.

scholarly journals Chiroptical inversion of a planar chiral redox-switchable rotaxane

2019 ◽  
Vol 10 (43) ◽  
pp. 10003-10009 ◽  
Author(s):  
Marius Gaedke ◽  
Felix Witte ◽  
Jana Anhäuser ◽  
Henrik Hupatz ◽  
Hendrik V. Schröder ◽  
...  
Keyword(s):  
Crown Ether ◽  
Dft Calculations ◽  
Sign Reversal ◽  
Main Band ◽  
Reversible Redox ◽  
Redox Switching

Reversible redox-switching of a planar chiral [2]rotaxane with a tetrathiafulvalene-bearing crown ether macrocycle generates a complete sign reversal of the main band in the ECD spectrum, as shown by experiment and rationalised by DFT calculations.

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