The molecular recognition controlled stereomutation cycle in a dynamic helical assembly

2015 ◽  
Vol 13 (39) ◽  
pp. 9938-9942 ◽  
Author(s):  
Mohit Kumar ◽  
Madugula Drona Reddy ◽  
Ananya Mishra ◽  
Subi J. George

Perylene bisimide functionalized with a phosphate recognition unit displays competitive binding induced unprecedented control over the helix mutation cycle in a dynamic supramolecular assembly.

2000 ◽  
Vol 78 (6) ◽  
pp. 723-731 ◽  
Author(s):  
Stefano Roelens ◽  
Paolo Dapporto ◽  
Paola Paoli

A new H-bonded supramolecular assembly of the diamine-diol family has been obtained from (1R,2R)-1,2-diaminocyclohexane (DAC) and (S)-1-phenyl-1,2-ethanediol (PED). The structure was characterized by single-crystal X-ray analysis and showed the typical architecture of DAC based assemblies, consisting of a three-stranded helicate coiling around a H-bonded core, with a predictable helicity sense determined by the configuration of DAC. The new assembly, while reconfirming the unique role of DAC as a powerful assembler of supramolecular structures, demonstrated that the C2 symmetry of diol partners employed so far is not essential for assembling helicates, although chirality is. In the case of the adduct between (1R,2R)-1,2-diaminocyclohexane and (2R,3R)-2,3-butanediol, molecular recognition and self-assembly have been shown to take place even in the absence of solvent, in the gas phase, where long crystals were formed by spontaneous organized aggregation of diamine-diol units. A thorough analysis of the results from the present and previous investigations has lead to a deeper understanding of the key features of the diamine-diol molecular code and of the requirements for recognition and assembly.Key words: supramolecular, hydrogen bonding, molecular recognition, self-assembly, diamines, diols.


2014 ◽  
Vol 50 (80) ◽  
pp. 11946-11949 ◽  
Author(s):  
Lili Cao ◽  
Lirong Xu ◽  
Dahui Zhao ◽  
Kazukuni Tahara ◽  
Yoshito Tobe ◽  
...  

A surprising recognition phenomenon based on van der Waals interactions was observed, which proves that the design of the supramolecular assembly from its building blocks represents a highly promising and general strategy.


2016 ◽  
Vol 22 (24) ◽  
pp. 8339-8345 ◽  
Author(s):  
Yu-Jie Xie ◽  
Wen-Yu Wu ◽  
Hao Chen ◽  
Xiang Li ◽  
Hao-Li Zhang ◽  
...  

Polymers ◽  
2019 ◽  
Vol 11 (7) ◽  
pp. 1143 ◽  
Author(s):  
Ling ◽  
Cheng ◽  
Miao ◽  
Zhang ◽  
Zhang ◽  
...  

Azobenzene (Azo) units were successfully introduced into perylene bisimide (PBI) structures in order to realize the photocontrolling of the morphology of the supramolecular assembly of PBI by a photoisomerization process. A total of three Azo-functionalized perylene bisimide derivatives (PBI1, PBI2, and PBI3) with different alkyl chain lengths were designed and synthesized by imidization of 3,4,9,10-perylene tetracarboxylic dianhydride with the corresponding amines. The structures of these compounds were characterized by proton nuclear magnetic resonance (1H NMR) and matrix-assisted laser desorption ionization time-of-flight mass spectrometry (MALDI-TOF-MS). The photoisomerization behaviors of Azo units in PBIs were investigated using ultraviolet-visible (UV-VIS) absorption spectroscopy, which were obviously effected by solvents and the alkyl chain length. Furthermore, the photoisomerization of Azo units has the obviously regulatory effect on the morphology of supramolecular assembly of PBIs, especially for the medium-length alkyl chain-linked Azo-functionalized PBI derivative (PBI2). This research realized the photocontrolling of the morphology of the supramolecular assembly of PBI derivatives by photoisomerization of Azo units.


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