Literature DB >> 25343601

Chiral self-sorting and amplification in isotropic liquids of achiral molecules.

Christian Dressel1, Tino Reppe1, Marko Prehm1, Marcel Brautzsch1, Carsten Tschierske1.   

Abstract

According to our present knowledge, the spontaneous resolution of racemic mixtures of chiral molecules or chiral conformers of achiral molecules into macroscopic chiral superstructures requires the confinement of these molecules in a crystal lattice, on surfaces or in other well-ordered assemblies. Herein we provide the first experimental evidence that mirror-symmetry breaking can also take place at a liquid-liquid phase transition in isotropic liquids of achiral molecules, even at relatively high temperatures around 200 °C. It is proposed that cooperative segregation of enantiomorphic molecular conformations gives rise to a conglomerate of two chiral and immiscible liquids. In these liquid conglomerates a strong chiral amplification was observed, which led to degeneracy from a stochastic distribution and eventually provided uniform chirality. We anticipate that this work will contribute to the understanding of symmetry breaking in soft matter and provide a new tool for the identification of chirality traces, and possibly affect the discussion of the emergence of chirality in prebiotic systems.

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Year:  2014        PMID: 25343601     DOI: 10.1038/nchem.2039

Source DB:  PubMed          Journal:  Nat Chem        ISSN: 1755-4330            Impact factor:   24.427


  26 in total

1.  Enantioselective segregation in achiral nematic liquid crystals.

Authors:  Verena Görtz; John W Goodby
Journal:  Chem Commun (Camb)       Date:  2005-05-13       Impact factor: 6.222

Review 2.  Chiral expression from molecular assemblies at metal surfaces: insights from surface science techniques.

Authors:  R Raval
Journal:  Chem Soc Rev       Date:  2009-02-02       Impact factor: 54.564

3.  Development of structural complexity by liquid-crystal self-assembly.

Authors:  Carsten Tschierske
Journal:  Angew Chem Int Ed Engl       Date:  2013-08-09       Impact factor: 15.336

4.  Chiral heliconical ground state of nanoscale pitch in a nematic liquid crystal of achiral molecular dimers.

Authors:  Dong Chen; Jan H Porada; Justin B Hooper; Arthur Klittnick; Yongqiang Shen; Michael R Tuchband; Eva Korblova; Dmitry Bedrov; David M Walba; Matthew A Glaser; Joseph E Maclennan; Noel A Clark
Journal:  Proc Natl Acad Sci U S A       Date:  2013-09-04       Impact factor: 11.205

Review 5.  Self-sorting phenomena in complex supramolecular systems.

Authors:  Marina M Safont-Sempere; Gustavo Fernández; Frank Würthner
Journal:  Chem Rev       Date:  2011-08-12       Impact factor: 60.622

6.  Drastic symmetry breaking in supramolecular organization of enantiomerically unbalanced monolayers at surfaces.

Authors:  Sam Haq; Ning Liu; Vincent Humblot; A P J Jansen; Rasmita Raval
Journal:  Nat Chem       Date:  2009-07-24       Impact factor: 24.427

7.  Spontaneous transmission of chirality through multiple length scales.

Authors:  Erin V Iski; Heather L Tierney; April D Jewell; E Charles H Sykes
Journal:  Chemistry       Date:  2011-05-25       Impact factor: 5.236

8.  Spontaneous deracemization of disc-like molecules in the columnar phase.

Authors:  Hiroki Nagayama; Sanjay Kumar Varshney; Masanao Goto; Fumito Araoka; Ken Ishikawa; Veena Prasad; Hideo Takezoe
Journal:  Angew Chem Int Ed Engl       Date:  2010       Impact factor: 15.336

9.  Importance of many-body orientational correlations in the physical description of liquids.

Authors:  Hajime Tanaka
Journal:  Faraday Discuss       Date:  2013       Impact factor: 4.008

10.  Origin of homochirality in biosystems.

Authors:  Søren Toxvaerd
Journal:  Int J Mol Sci       Date:  2009-03-18       Impact factor: 6.208

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  16 in total

Review 1.  Transmission of chirality through space and across length scales.

Authors:  Sarah M Morrow; Andrew J Bissette; Stephen P Fletcher
Journal:  Nat Nanotechnol       Date:  2017-05-05       Impact factor: 39.213

2.  Dynamic mirror-symmetry breaking in bicontinuous cubic phases.

Authors:  Christian Dressel; Feng Liu; Marko Prehm; Xiangbing Zeng; Goran Ungar; Carsten Tschierske
Journal:  Angew Chem Int Ed Engl       Date:  2014-09-26       Impact factor: 15.336

3.  Emergent elastic fields induced by topological phase transitions: Impact of molecular chirality and steric anisotropy.

Authors:  Kyohei Takae; Takeshi Kawasaki
Journal:  Proc Natl Acad Sci U S A       Date:  2022-03-28       Impact factor: 12.779

4.  Spontaneous helix formation in non-chiral bent-core liquid crystals with fast linear electro-optic effect.

Authors:  Sithara P Sreenilayam; Yuri P Panarin; Jagdish K Vij; Vitaly P Panov; Anne Lehmann; Marco Poppe; Marko Prehm; Carsten Tschierske
Journal:  Nat Commun       Date:  2016-05-09       Impact factor: 14.919

5.  Elucidation of the origin of chiral amplification in discrete molecular polyhedra.

Authors:  Yu Wang; Hongxun Fang; Ionut Tranca; Hang Qu; Xinchang Wang; Albert J Markvoort; Zhongqun Tian; Xiaoyu Cao
Journal:  Nat Commun       Date:  2018-02-05       Impact factor: 14.919

6.  Frustration of crystallisation by a liquid-crystal phase.

Authors:  Christopher D Syme; Joanna Mosses; Mario González-Jiménez; Olga Shebanova; Finlay Walton; Klaas Wynne
Journal:  Sci Rep       Date:  2017-02-17       Impact factor: 4.379

7.  Double-Gyroid Nanostructure Formation by Aggregation-Induced Atropisomerization and Co-Assembly of Ionic Liquid-Crystalline Amphiphiles.

Authors:  Nanami Uemura; Tsubasa Kobayashi; Shintaro Yoshida; Ya-Xin Li; Karel Goossens; Xiangbing Zeng; Go Watanabe; Takahiro Ichikawa
Journal:  Angew Chem Int Ed Engl       Date:  2020-03-17       Impact factor: 15.336

8.  Spontaneous mirror symmetry breaking in benzil-based soft crystalline, cubic liquid crystalline and isotropic liquid phases.

Authors:  Tino Reppe; Silvio Poppe; Xiaoqian Cai; Yu Cao; Feng Liu; Carsten Tschierske
Journal:  Chem Sci       Date:  2020-04-30       Impact factor: 9.825

9.  Right handed chiral superstructures from achiral molecules: self-assembly with a twist.

Authors:  Duong Duc La; Mohammad Al Kobaisi; Sheshanath V Bhosale
Journal:  Sci Rep       Date:  2015-10-23       Impact factor: 4.379

10.  Control over the emerging chirality in supramolecular gels and solutions by chiral microvortices in milliseconds.

Authors:  Jiashu Sun; Yike Li; Fusheng Yan; Chao Liu; Yutao Sang; Fei Tian; Qiang Feng; Pengfei Duan; Li Zhang; Xinghua Shi; Baoquan Ding; Minghua Liu
Journal:  Nat Commun       Date:  2018-07-03       Impact factor: 14.919

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