Literature DB >> 24850165

CuAAC "click" active-template synthesis of functionalised [2]rotaxanes using small exo-substituted macrocycles: how small is too small?

Asif Noor1, Warrick K C Lo, Stephen C Moratti, James D Crowley.   

Abstract

Two "small" 22- and 24-membered exo-alcohol functionalised pyridyl macrocycles are exploited in the CuAAC active-template synthesis of [2]rotaxanes. The 24-membered macrocycle forms [2]rotaxanes in good yields while the smaller 22-membered macrocycle does not lead to interlocked products.

Entities:  

Year:  2014        PMID: 24850165     DOI: 10.1039/c4cc03077j

Source DB:  PubMed          Journal:  Chem Commun (Camb)        ISSN: 1359-7345            Impact factor:   6.222


  10 in total

1.  Damming an electronic energy reservoir: ion-regulated electronic energy shuttling in a [2]rotaxane.

Authors:  Shilin Yu; Arkady Kupryakov; James E M Lewis; Vicente Martí-Centelles; Stephen M Goldup; Jean-Luc Pozzo; Gediminas Jonusauskas; Nathan D McClenaghan
Journal:  Chem Sci       Date:  2021-06-04       Impact factor: 9.825

2.  A simple and highly effective ligand system for the copper(I)-mediated assembly of rotaxanes.

Authors:  Christopher J Campbell; David A Leigh; Inigo J Vitorica-Yrezabal; Steffen L Woltering
Journal:  Angew Chem Int Ed Engl       Date:  2014-10-14       Impact factor: 15.336

3.  Chelating Rotaxane Ligands as Fluorescent Sensors for Metal Ions.

Authors:  Mathieu Denis; Jessica Pancholi; Kajally Jobe; Michael Watkinson; Stephen M Goldup
Journal:  Angew Chem Int Ed Engl       Date:  2018-04-06       Impact factor: 15.336

4.  Post-synthetic modification of a macrocyclic receptor via regioselective imidazolium ring-opening.

Authors:  Jia Shang; Brett M Rambo; Xiang Hao; Jun-Feng Xiang; Han-Yuan Gong; Jonathan L Sessler
Journal:  Chem Sci       Date:  2016-03-09       Impact factor: 9.825

5.  Porphyrinoid rotaxanes: building a mechanical picket fence.

Authors:  T H Ngo; J Labuta; G N Lim; W A Webre; F D'Souza; P A Karr; J E M Lewis; J P Hill; K Ariga; S M Goldup
Journal:  Chem Sci       Date:  2017-08-04       Impact factor: 9.825

6.  Efficient Multicomponent Active Template Synthesis of Catenanes.

Authors:  James E M Lewis; Florian Modicom; Stephen M Goldup
Journal:  J Am Chem Soc       Date:  2018-04-02       Impact factor: 15.419

7.  A Fluorescent Ditopic Rotaxane Ion-Pair Host.

Authors:  Mathieu Denis; Lei Qin; Peter Turner; Katrina A Jolliffe; Stephen M Goldup
Journal:  Angew Chem Int Ed Engl       Date:  2018-03-05       Impact factor: 15.336

8.  High yielding synthesis of 2,2'-bipyridine macrocycles, versatile intermediates in the synthesis of rotaxanes.

Authors:  J E M Lewis; R J Bordoli; M Denis; C J Fletcher; M Galli; E A Neal; E M Rochette; S M Goldup
Journal:  Chem Sci       Date:  2016-01-27       Impact factor: 9.825

9.  Chemical Consequences of the Mechanical Bond: A Tandem Active Template-Rearrangement Reaction.

Authors:  Florian Modicom; Ellen M G Jamieson; Elise Rochette; Stephen M Goldup
Journal:  Angew Chem Int Ed Engl       Date:  2019-02-14       Impact factor: 15.336

10.  Active template rotaxane synthesis through the Ni-catalyzed cross-coupling of alkylzinc reagents with redox-active esters.

Authors:  Javier Echavarren; Malcolm A Y Gall; Adrian Haertsch; David A Leigh; Vanesa Marcos; Daniel J Tetlow
Journal:  Chem Sci       Date:  2019-06-19       Impact factor: 9.825

  10 in total

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