Literature DB >> 24677390

Autoamplification of molecular chirality through the induction of supramolecular chirality.

Derk Jan van Dijken1, John M Beierle, Marc C A Stuart, Wiktor Szymański, Wesley R Browne, Ben L Feringa.   

Abstract

The novel concept for the autoamplification of molecular chirality, wherein the amplification proceeds through the induction of supramolecular chirality, is presented. A solution of prochiral, ring-open diarylethenes is doped with a small amount of their chiral, ring-closed counterpart. The molecules co-assemble into helical fibers through hydrogen bonding and the handedness of the fibers is biased by the chiral, ring-closed diarylethene. Photochemical ring closure of the open diarylethene yields the ring-closed product, which is enriched in the template enantiomer.
© 2014 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  chirality; gels; hydrogen bonds; self-assembly; supramolecular chemistry

Mesh:

Year:  2014        PMID: 24677390     DOI: 10.1002/anie.201311160

Source DB:  PubMed          Journal:  Angew Chem Int Ed Engl        ISSN: 1433-7851            Impact factor:   15.336


  11 in total

1.  Dynamic control of chirality and self-assembly of double-stranded helicates with light.

Authors:  Depeng Zhao; Thomas van Leeuwen; Jinling Cheng; Ben L Feringa
Journal:  Nat Chem       Date:  2016-11-07       Impact factor: 24.427

2.  Hierarchical communication of chirality for aromatic oligoamide sequences.

Authors:  Jiajia Zhang; Dan Luo; Chunmiao Ma; Lu Huang; Quan Gan
Journal:  Nat Commun       Date:  2021-05-11       Impact factor: 14.919

3.  Enantiospecific photoresponse of sterically hindered diarylethenes for chiroptical switches and photomemories.

Authors:  Wenlong Li; Xin Li; Yongshu Xie; Yue Wu; Mengqi Li; Xin-Yan Wu; Wei-Hong Zhu; He Tian
Journal:  Sci Rep       Date:  2015-03-17       Impact factor: 4.379

Review 4.  Switching between Phosphorescence and Fluorescence Controlled by Chiral Self-Assembly.

Authors:  Guofeng Liu; Yanli Zhao
Journal:  Adv Sci (Weinh)       Date:  2017-05-15       Impact factor: 16.806

5.  Unexpected right-handed helical nanostructures co-assembled from l-phenylalanine derivatives and achiral bipyridines.

Authors:  Guofeng Liu; Jinying Liu; Chuanliang Feng; Yanli Zhao
Journal:  Chem Sci       Date:  2017-01-04       Impact factor: 9.825

6.  Thiete Dioxides as Templates Towards Twisted Scaffolds and Macrocyclic Structures.

Authors:  Andreas N Baumann; Felix Reiners; Alexander F Siegle; Peter Mayer; Oliver Trapp; Dorian Didier
Journal:  Chemistry       Date:  2020-04-28       Impact factor: 5.236

7.  Dynamic Control of a Multistate Chiral Supramolecular Polymer in Water.

Authors:  Fan Xu; Stefano Crespi; Gianni Pacella; Youxin Fu; Marc C A Stuart; Qi Zhang; Giuseppe Portale; Ben L Feringa
Journal:  J Am Chem Soc       Date:  2022-03-27       Impact factor: 15.419

8.  Unveiling the helicity switching mechanism of a rigid two-tiered stacked architecture.

Authors:  Peng Liu; Yafei Duan; Xihui Bian; Xiaoyao Tan
Journal:  RSC Adv       Date:  2019-01-11       Impact factor: 4.036

9.  Bis-Pyrene Photo-Switch Open- and Closed-Form Differently Bind to ds-DNA, ds-RNA and Serum Albumin and Reveal Light-Induced Bioactivity.

Authors:  Iva Orehovec; Marija Matković; Isabela Pehar; Dragomira Majhen; Ivo Piantanida
Journal:  Int J Mol Sci       Date:  2021-05-06       Impact factor: 5.923

10.  Chirality controlled responsive self-assembled nanotubes in water.

Authors:  D J van Dijken; P Štacko; M C A Stuart; W R Browne; B L Feringa
Journal:  Chem Sci       Date:  2016-11-17       Impact factor: 9.969

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