Literature DB >> 18949114

The tandem Claisen rearrangement in the construction of building blocks for supramolecular chemistry.

Kazuhisa Hiratani1, Markus Albrecht.   

Abstract

The tandem Claisen rearrangement is a simple but highly efficient reaction to synthesize useful building blocks for supramolecular chemistry. It provides in one step two new C-C bonds in very high yield. The scope and limits of this reaction will be discussed in this review and it will be shown, how macrocyclic compounds as well as rotaxanes or helicates can be formed by use of butenylidene bridged aromatic compounds obtained after the rearrangement reaction. Special aspects will cover the search for new receptors and sensors or for energy transfer properties. The contents of this tutorial review are within the field of preparative organic synthesis but in addition cover aspects of inorganic and supramolecular chemistry.

Entities:  

Year:  2008        PMID: 18949114     DOI: 10.1039/b719548f

Source DB:  PubMed          Journal:  Chem Soc Rev        ISSN: 0306-0012            Impact factor:   54.564


  6 in total

Review 1.  Toward a symphony of reactivity: cascades involving catalysis and sigmatropic rearrangements.

Authors:  Amanda C Jones; Jeremy A May; Richmond Sarpong; Brian M Stoltz
Journal:  Angew Chem Int Ed Engl       Date:  2014-03-03       Impact factor: 15.336

2.  An enantiomerically pure siderophore type ligand for the diastereoselective 1 : 1 complexation of lanthanide(III) ions.

Authors:  Markus Albrecht; Olga Osetska; Thomas Abel; Gebhard Haberhauer; Eva Ziegler
Journal:  Beilstein J Org Chem       Date:  2009-12-11       Impact factor: 2.883

3.  Templated versus non-templated synthesis of benzo-21-crown-7 and the influence of substituents on its complexing properties.

Authors:  Wei Jiang; Christoph A Schalley
Journal:  Beilstein J Org Chem       Date:  2010-02-11       Impact factor: 2.883

4.  Bis(2-hydroxy-3-isopropyl-6-methyl-benzaldehyde)ethylenediamine: a novel cation sensor.

Authors:  Anil S Kuwar; Umesh A Fegade; Kundan C Tayade; Umesh D Patil; Horst Puschmann; Vikas V Gite; Dipak S Dalal; Ratnamala S Bendre
Journal:  J Fluoresc       Date:  2013-05-17       Impact factor: 2.217

5.  Function-Oriented Synthesis of a Didesmethyl Triazacryptand Analogue for Fluorescent Potassium Ion Sensing.

Authors:  Richard D Carpenter; Alan S Verkman
Journal:  European J Org Chem       Date:  2011-03-01

6.  Tandem RCM-Claisen rearrangement-[2+2] cycloaddition of O,O'-(but-2-en-1,4-diyl)-bridged binaphthols.

Authors:  Michael Abraham; Wolfgang Reischl; Karl A Kirchner; Alexander Roller; Luis F Veiros; Michael Widhalm
Journal:  Molecules       Date:  2012-12-07       Impact factor: 4.411

  6 in total

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