Literature DB >> 22551383

[2]Pseudorotaxanes from T-shaped benzimidazolium axles and [24]crown-8 wheels.

Nadim Noujeim1, Kelong Zhu, V Nicholas Vukotic, Stephen J Loeb.   

Abstract

A new templating motif for the formation of [2]pseudorotaxanes is described in which T-shaped axles with a benzimidazolium core and aromatic substituents at the 2-, 4-, and 7-positions interact with [24]crown-8 ether wheels ([24]crown-8, dibenzo[24]crown-8, and dinaphtho[24]crown-8). The T-shape greatly enhances the association between axle and wheel when compared to simple imidazolium or benzimidazolium cations. A series of interpenetrated molecules are characterized by (1)H NMR spectroscopy and single crystal X-ray crystallography.

Entities:  

Year:  2012        PMID: 22551383     DOI: 10.1021/ol300761q

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  6 in total

1.  A molecular shuttle that operates inside a metal-organic framework.

Authors:  Kelong Zhu; Christopher A O'Keefe; V Nicholas Vukotic; Robert W Schurko; Stephen J Loeb
Journal:  Nat Chem       Date:  2015-05-04       Impact factor: 24.427

2.  Docking rings in a solid: reversible assembling of pseudorotaxanes inside a zirconium metal-organic framework.

Authors:  Xia Li; Jialin Xie; Zhenglin Du; Long Jiang; Guangqin Li; Sanliang Ling; Kelong Zhu
Journal:  Chem Sci       Date:  2022-05-02       Impact factor: 9.969

3.  Reversible mechanical protection: building a 3D "suit" around a T-shaped benzimidazole axle.

Authors:  Kelong Zhu; Giorgio Baggi; V Nicholas Vukotic; Stephen J Loeb
Journal:  Chem Sci       Date:  2017-03-28       Impact factor: 9.825

4.  Influence of axle length on the rate and mechanism of shuttling in rigid H-shaped [2]rotaxanes.

Authors:  Ghazale Gholami; Kelong Zhu; Giorgio Baggi; Eduardo Schott; Ximena Zarate; Stephen J Loeb
Journal:  Chem Sci       Date:  2017-09-25       Impact factor: 9.825

5.  How Secondary and Tertiary Amide Moieties are Molecular Stations for Dibenzo-24-crown-8 in [2]Rotaxane Molecular Shuttles?

Authors:  Benjamin Riss-Yaw; Justine Morin; Caroline Clavel; Frédéric Coutrot
Journal:  Molecules       Date:  2017-11-21       Impact factor: 4.411

6.  Threading-gated photochromism in [2]pseudorotaxanes.

Authors:  Giorgio Baggi; Lorenzo Casimiro; Massimo Baroncini; Serena Silvi; Alberto Credi; Stephen J Loeb
Journal:  Chem Sci       Date:  2019-04-23       Impact factor: 9.825

  6 in total

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