Surface-Confined Macrocyclization via Dynamic Covalent Chemistry

ACS Nano ◽  
2020 ◽  
Vol 14 (3) ◽  
pp. 2956-2965 ◽  
Author(s):  
Chaoying Fu ◽  
Jiří Mikšátko ◽  
Lea Assies ◽  
Vladimír Vrkoslav ◽  
Silvia Orlandi ◽  
...  
Keyword(s):  
Dynamic Covalent Chemistry

Formation and Trapping of the Thermodynamically Unfavoured Inverted-Hemicucurbit[6]uril

2019 ◽  
Author(s):  
Elena Prigorchenko ◽  
Sandra Kaabel ◽  
Triin Narva ◽  
Anastassia Baškir ◽  
Maria Fomitšenko ◽  
...  
Keyword(s):  
Complex Formation ◽  
Combinatorial Chemistry ◽  
Trifluoroacetic Acid ◽  
Chloride Anion ◽  
Binding Affinities ◽  
Dynamic Covalent Chemistry ◽  
Reaction Selectivity ◽  
Low Concentration ◽  
Dynamic Combinatorial Chemistry ◽  
First Time

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.

scholarly journals Spontaneous macrocyclization through multiple dynamic cyclic aminal formation

2021 ◽  
Author(s):  
Daniel Carbajo ◽  
Antonio Jesús Ruiz-Sánchez ◽  
Francisco Nájera Albendín ◽  
Ezequiel Perez-Inestrosa ◽  
Ignacio Alfonso
Keyword(s):  
Dynamic Covalent Chemistry

The use of aminals in dynamic covalent chemistry is slightly underexplored, probably due to their inherent instability. Here we report the spontaneous [2+2] macrocyclization of tetrakis(aminals). Their unexpected stability and...

Self-Healable Polyurethane Elastomer Based on Dual Dynamic Covalent Chemistry Using Diels–Alder “Click” and Disulfide Metathesis Reactions

2021 ◽  
Vol 3 (2) ◽  
pp. 847-856
Author(s):  
Prasanta Kumar Behera ◽  
Sagar Kumar Raut ◽  
Prantik Mondal ◽  
Shrabana Sarkar ◽  
Nikhil K. Singha
Keyword(s):  
Diels Alder ◽  
Polyurethane Elastomer ◽  
Dynamic Covalent Chemistry ◽  
Metathesis Reactions

Dynamic Covalent Chemistry of the Nicholas Ether-Exchange Reaction

2009 ◽  
Vol 11 (6) ◽  
pp. 1313-1316 ◽  
Author(s):  
Nobuhiro Kihara ◽  
Kazuyuki Kidoba
Keyword(s):  
Exchange Reaction ◽  
Dynamic Covalent Chemistry

scholarly journals Dynamic covalent chemistry of imine polymers at the liquid/solid interface investigated by scanning tunneling microscopy

RSC Advances ◽  
2017 ◽  
Vol 7 (19) ◽  
pp. 11496-11502 ◽  
Author(s):  
Yanxia Yu ◽  
Jianbin Lin ◽  
Shengbin Lei
Keyword(s):  
Scanning Tunneling Microscopy ◽  
Fundamental Importance ◽  
Scanning Tunneling ◽  
Tunneling Microscopy ◽  
Dynamic Covalent Chemistry ◽  
Solid Interface ◽  
Adaptive Materials

How a dynamic covalent library adapts to the presence of a surface is of fundamental importance for the design of adaptive materials. Our investigation demonstrates that the surface markedly rearrange the composition of the DCC libraries.

scholarly journals Stimulus-responsive block copolymer nano-objects and hydrogels via dynamic covalent chemistry

2017 ◽  
Vol 8 (35) ◽  
pp. 5374-5380 ◽  
Author(s):  
Renhua Deng ◽  
Yin Ning ◽  
Elizabeth R. Jones ◽  
Victoria J. Cunningham ◽  
Nicholas J. W. Penfold ◽  
...  
Keyword(s):  
Block Copolymer ◽  
Alkaline Solution ◽  
Dynamic Covalent Chemistry ◽  
Stimulus Responsive ◽  
Morphological Transitions

Dynamic covalent chemistry can be used to induce reversible morphological transitions for block copolymer nano-objects in mildly alkaline solution.

Supramolecular Assembly of C3 -Peptides into Helical Fibers Stabilized through Dynamic Covalent Chemistry

2018 ◽  
Vol 13 (23) ◽  
pp. 3647-3652 ◽  
Author(s):  
Jun Wang ◽  
Luqing Chen ◽  
Jindiao Wu ◽  
Wen Li ◽  
Kun Liu ◽  
...  
Keyword(s):  
Supramolecular Assembly ◽  
Dynamic Covalent Chemistry
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