Literature DB >> 11483041

Facile synthesis of rotaxanes through condensation reactions of DCC-[2]rotaxanes.

D W Zehnder1, D B Smithrud.   

Abstract

[reaction: see text] In this Letter, we present an easy method for the synthesis of rotaxanes using a novel DCC-[2]rotaxane. The DCC-[2]rotaxane is composed of dibenzo-24-crown-8 ether, an amino acid tether, and di-tert-butyl phenyl rings as blocking groups. It is relatively stable and can be purified by column chromatography. A series of model rotaxanes were obtained in good yields by condensing the DCC-[2]rotaxanes with N-(2-aminoethyl)-3,5-di-tert-butylbenzylamide in acetonitrile and chloroform.

Entities:  

Year:  2001        PMID: 11483041     DOI: 10.1021/ol016107o

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


  5 in total

1.  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

2.  Diversity Oriented Preparation of Pillar[5]arene-Containing [2]Rotaxanes by a Stopper Exchange Strategy.

Authors:  Iwona Nierengarten; Jean-François Nierengarten
Journal:  ChemistryOpen       Date:  2020-03-10       Impact factor: 2.911

3.  Diastereoselective synthesis of [1]rotaxanes via an active metal template strategy.

Authors:  Noël Pairault; Adrien Bessaguet; Romain Barat; Lucas Frédéric; Grégory Pieters; Jeanne Crassous; Isabelle Opalinski; Sébastien Papot
Journal:  Chem Sci       Date:  2020-12-29       Impact factor: 9.825

4.  An efficient approach to mechanically planar chiral rotaxanes.

Authors:  Robert J Bordoli; Stephen M Goldup
Journal:  J Am Chem Soc       Date:  2014-03-18       Impact factor: 15.419

5.  A Versatile Axle for the Construction of Disassemblage Rotaxanes.

Authors:  Lucas A Powers; David B Smithrud
Journal:  Molecules       Date:  2016-08-10       Impact factor: 4.411

  5 in total

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