“Induced Fit” in Chiral Recognition: Epimerization upon Dimerization in the Hierarchical Self‐Assembly of Helicate‐type Titanium(IV) Complexes

2011 ◽  
Vol 50 (12) ◽  
pp. 2850-2853 ◽  
Author(s):  
Markus Albrecht ◽  
Elisabeth Isaak ◽  
Miriam Baumert ◽  
Verena Gossen ◽  
Gerhard Raabe ◽  
...  
2008 ◽  
Vol 8 (11) ◽  
pp. 5702-5707 ◽  
Author(s):  
Ge-Bo Pan ◽  
Jun Luo ◽  
Qi-Yu Zheng ◽  
Li-Jun Wan

Well-ordered arrays of chiral molecular cavities have been constructed by self-assembly of inherently chiral calix[4]crown on Au(111) in 0.1 M HClO4 solution and investigated by scanning tunneling microscopy (STM). The chiral features are clearly observed in high resolution STM images. It is found that the adsorption of the two enantiomers results in the same ordered structures with upright orientation on Au(111). Moreover, only phase separation has been observed for the racemic mixture of the two enantiomers in the experiment. This is mainly due to the weak molecule-substrate interaction as well as asymmetric geometrical structures of the two enantiomers. The present study provides a simple method for construction of ordered arrays of chiral molecular cavities, which are of potential in chemical sensors, chiral recognition, and nonlinear optics.


Symmetry ◽  
2021 ◽  
Vol 13 (4) ◽  
pp. 732
Author(s):  
Alexander A. Bredikhin ◽  
Aidar T. Gubaidullin ◽  
Zemfira A. Bredikhina ◽  
Robert R. Fayzullin ◽  
Olga A. Lodochnikova

Chiral recognition plays an important role in the self-assembly of soft materials, in particular supramolecular organogels formed by low molecular weight gelators (LMWGs). Out of 14 pairs of the studied racemic and enantiopure samples of alkyl-substituted phenyl ethers of glycerol, only eight enantiopure diols form the stable gels in nonane. The formation of gels from solutions was studied by polarimetry, and their degradation with the formation of xerogels was studied by the PXRD method. The revealed crystalline characteristics of all studied xerogels corresponded to those for crystalline samples of the parent gelators. In addition to those previously investigated, crystalline samples of enantiopure para-n-alkylphenyl glycerol ethers [alkyl = pentyl (5), hexyl (6), heptyl (7), octyl (8), nonyl (9)] and racemic 3-(3,5-dimethylphenoxy)propane-1,2-diol (rac-14) have been examined by single crystal X-ray diffraction analysis. Among 22 samples of compounds 1-14 studied by SC-XRD, seven different types of supramolecular motifs are identified, of which only two are realized in crystals of supramolecular gelators. An attempt was made to relate the ability to gel formation with the characteristics of the supramolecular motif of a potential gelling agent, and the frequency of formation of the motif, required for gelation, with the chiral characteristics of the sample.


Langmuir ◽  
2018 ◽  
Vol 34 (43) ◽  
pp. 12924-12933 ◽  
Author(s):  
Lili Zhou ◽  
Jiling Yue ◽  
Yaxun Fan ◽  
Yilin Wang

2015 ◽  
Vol 6 (1) ◽  
Author(s):  
Panchao Yin ◽  
Zhi-Ming Zhang ◽  
Hongjin Lv ◽  
Tao Li ◽  
Fadi Haso ◽  
...  

2020 ◽  
Vol 10 (1) ◽  
Author(s):  
Yongchan Jeong ◽  
Hyo Won Kim ◽  
JiYeon Ku ◽  
Jungpil Seo

Abstract The homochirality of amino acids in living organisms is one of the great mysteries in the phenomena of life. To understand the chiral recognition of amino acids, we have used scanning tunnelling microscopy to investigate the self-assembly of molecules of the amino acid tryptophan (Trp) on Au(111). Earlier experiments showed only homochiral configurations in the self-assembly of amino acids, despite using a mixture of the two opposite enantiomers. In our study, we demonstrate that heterochiral configurations can be favored energetically when l- and d-Trp molecules are mixed to form self-assembly on the Au surface. Using density functional theory calculations, we show that the indole side chain strongly interacts with the Au surface, which reduces the system effectively to two-dimension, with chiral recognition disabled. Our study provides important insight into the recognition of the chirality of amino acid molecules in life.


2017 ◽  
Vol 56 (41) ◽  
pp. 12518-12522 ◽  
Author(s):  
Takao Noguchi ◽  
Bappaditya Roy ◽  
Daisuke Yoshihara ◽  
Junji Sakamoto ◽  
Tatsuhiro Yamamoto ◽  
...  

Chirality ◽  
2009 ◽  
pp. NA-NA ◽  
Author(s):  
Miao Li Luo ◽  
Wei Guang Zhang ◽  
Sheng Zhang ◽  
Jun Fan ◽  
Wen Cui Su ◽  
...  

1997 ◽  
Vol 7 (3) ◽  
pp. 305-309 ◽  
Author(s):  
Eric Westhof ◽  
Dinshaw J Patel

Sign in / Sign up

Export Citation Format

Share Document