Guest-induced supramolecular chirality transfer in [2]pseudorotaxanes: experimental and computational study

2020 ◽  
Vol 18 (38) ◽  
pp. 7649-7655
Author(s):  
Hui-Juan Wang ◽  
Hao-Yang Zhang ◽  
Heng-Yi Zhang ◽  
Guoxing Liu ◽  
Xianyin Dai ◽  
...  
Keyword(s):  
Crown Ethers ◽  
Computational Study ◽  
Ammonium Salts ◽  
Chirality Transfer ◽  
Supramolecular Chirality

We constructed several [2]pseudorotaxanes via chiral binaphthalene crown ethers and achiral ammonium salts, and found that the binaphthalene groups can induce new CD signals only in the [2]pseudorotaxane between the hosts and the guest with anthryl.

scholarly journals Chiroptical Sensing of Amino Acid Derivatives by Host–Guest Complexation with Cyclo[6]aramide

Molecules ◽  
2021 ◽  
Vol 26 (13) ◽  
pp. 4064
Author(s):  
Xuebin Wang ◽  
Jiecheng Ji ◽  
Zejiang Liu ◽  
Yimin Cai ◽  
Jialiang Tang ◽  
...  
Keyword(s):  
Amino Acid ◽  
Density Functional ◽  
Cd Spectroscopy ◽  
Functional Theory ◽  
Chirality Transfer ◽  
Supramolecular Chirality ◽  
New Strategy ◽  
Spectroscopy Studies ◽  
Effective Component ◽  
Acid Esters

A hydrogen-bonded (H-bonded) amide macrocycle was found to serve as an effective component in the host–guest assembly for a supramolecular chirality transfer process. Circular dichroism (CD) spectroscopy studies showed that the near-planar macrocycle could produce a CD response when combined with three of the twelve L-α-amino acid esters (all cryptochiral molecules) tested as possible guests. The host–guest complexation between the macrocycle and cationic guests was explored using NMR, revealing the presence of a strong affinity involving the multi-point recognition of guests. This was further corroborated by density functional theory (DFT) calculations. The present work proposes a new strategy for amplifying the CD signals of cryptochiral molecules by means of H-bonded macrocycle-based host–guest association, and is expected to be useful in designing supramolecular chiroptical sensing materials.

ChemInform Abstract: ENANTIOMERIC RECOGNITION OF ORGANIC AMMONIUM SALTS BY CHIRAL CROWN ETHERS BASED ON THE PYRIDINO-18-CROWN-6 STRUCTURE

1984 ◽  
Vol 15 (25) ◽  
Author(s):  
R. B. DAVIDSON ◽  
J. S. BRADSHAW ◽  
B. A. JONES ◽  
N. K. DALLEY ◽  
J. J. CHRISTENSEN ◽  
...  
Keyword(s):  
Crown Ethers ◽  
Ammonium Salts ◽  
Chiral Crown Ethers ◽  
Enantiomeric Recognition

Enantiomeric recognition of organic ammonium salts by chiral crown ethers based on the pyridino-18-crown-6 structure

1984 ◽  
Vol 49 (2) ◽  
pp. 353-357 ◽  
Author(s):  
Richard B. Davidson ◽  
Jerald S. Bradshaw ◽  
Brian A. Jones ◽  
N. Kent Dalley ◽  
James J. Christensen ◽  
...  
Keyword(s):  
Crown Ethers ◽  
Ammonium Salts ◽  
Chiral Crown Ethers ◽  
Enantiomeric Recognition

Spontaneous mirror-symmetry breaking coupled to top-bottom chirality transfer: from porphyrin self-assembly to scalemic Diels–Alder adducts

2019 ◽  
Vol 55 (81) ◽  
pp. 12219-12222 ◽  
Author(s):  
Aitor Arlegui ◽  
Bernat Soler ◽  
Alex Galindo ◽  
Oriol Arteaga ◽  
Adolf Canillas ◽  
...  
Keyword(s):  
Symmetry Breaking ◽  
Self Assembly ◽  
Mirror Symmetry ◽  
Diels Alder ◽  
Solution Chemistry ◽  
Chirality Transfer ◽  
Supramolecular Chirality ◽  
Asymmetric Solution

This report shows how the net supramolecular chirality that emerged by spontaneous mirror-symmetry breaking (SMSB) at the mesoscale level can be transferred towards asymmetric solution chemistry.

Unsaturated Sulfur Crown Ethers Can Extract Mercury(II) and Show Promise for Future Copernicium(II) Studies: A Combined Experimental and Computational Study

2021 ◽  
Author(s):  
Maryline G. Ferrier ◽  
Carlos A. Valdez ◽  
Saurabh Kumar Singh ◽  
Saphon Hok ◽  
Debmalya Ray ◽  
...  
Keyword(s):  
Crown Ethers ◽  
Computational Study

Supramolecular chirality transfer in a stereodynamic catalysts

Chirality ◽  
2018 ◽  
Vol 30 (10) ◽  
pp. 1150-1160 ◽  
Author(s):  
Golo Storch ◽  
Oliver Trapp
Keyword(s):  
Chirality Transfer ◽  
Supramolecular Chirality

Computational study for the electrophilic reactivity prediction of crown ethers

2021 ◽  
Vol 341 ◽  
pp. 117418
Author(s):  
Yongpan Tian ◽  
Wenwen Chen ◽  
Chengcheng Wang ◽  
Liang Xu ◽  
Qingmin Meng ◽  
...  
Keyword(s):  
Crown Ethers ◽  
Computational Study ◽  
Electrophilic Reactivity
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