Literature DB >> 21378826

Activating catalysts with mechanical force.

Alessio Piermattei1, S Karthikeyan, Rint P Sijbesma.   

Abstract

Homogeneously catalysed reactions can be 'switched on' by activating latent catalysts. Usually, activation is brought about by heat or an external chemical agent. However, activation of homogeneous catalysts with a mechanical trigger has not been demonstrated. Here, we introduce a general method to activate latent catalysts by mechanically breaking bonds between a metal and one of its ligands. We have found that silver(I) complexes of polymer-functionalized N-heterocyclic carbenes, which are latent organocatalysts, catalyse a transesterification reaction when exposed to ultrasound in solution. Furthermore, ultrasonic activation of a ruthenium biscarbene complex with appended polymer chains results in catalysis of olefin metathesis reactions. In each case, the catalytic activity results from ligand dissociation, brought about by transfer of mechanical forces from the polymeric substituents to the coordination bond. Mechanochemical catalyst activation has potential applications in transduction and amplification of mechanical signals, and mechanically initiated polymerizations hold promise as a novel repair mechanism in self-healing materials.

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Year:  2009        PMID: 21378826     DOI: 10.1038/nchem.167

Source DB:  PubMed          Journal:  Nat Chem        ISSN: 1755-4330            Impact factor:   24.427


  10 in total

1.  The development of L2X2Ru=CHR olefin metathesis catalysts: an organometallic success story.

Authors:  T M Trnka; R H Grubbs
Journal:  Acc Chem Res       Date:  2001-01       Impact factor: 22.384

2.  Mechanism and activity of ruthenium olefin metathesis catalysts.

Authors:  M S Sanford; J A Love; R H Grubbs
Journal:  J Am Chem Soc       Date:  2001-07-11       Impact factor: 15.419

3.  Reversible mechanochemistry of a Pd(II) coordination polymer.

Authors:  Jos M J Paulusse; Rint P Sijbesma
Journal:  Angew Chem Int Ed Engl       Date:  2004-08-27       Impact factor: 15.336

4.  Mechanochemistry: the mechanical activation of covalent bonds.

Authors:  Martin K Beyer; Hauke Clausen-Schaumann
Journal:  Chem Rev       Date:  2005-08       Impact factor: 60.622

5.  A dormant ruthenium catalyst bearing a chelating carboxylate ligand: in situ activation and application in metathesis reactions.

Authors:  Rafał Gawin; Anna Makal; Krzysztof Woźniak; Marc Mauduit; Karol Grela
Journal:  Angew Chem Int Ed Engl       Date:  2007       Impact factor: 15.336

6.  N-heterocyclic carbenes as organocatalysts.

Authors:  Nicolas Marion; Silvia Díez-González; Steven P Nolan
Journal:  Angew Chem Int Ed Engl       Date:  2007       Impact factor: 15.336

7.  Biasing reaction pathways with mechanical force.

Authors:  Charles R Hickenboth; Jeffrey S Moore; Scott R White; Nancy R Sottos; Jerome Baudry; Scott R Wilson
Journal:  Nature       Date:  2007-03-22       Impact factor: 49.962

8.  Silver(I)-carbene complexes/ionic liquids: novel N-heterocyclic carbene delivery agents for organocatalytic transformations.

Authors:  Alan C Sentman; Szilárd Csihony; Robert M Waymouth; James L Hedrick
Journal:  J Org Chem       Date:  2005-03-18       Impact factor: 4.354

9.  N-heterocyclic carbenes as versatile nucleophilic catalysts for transesterification/acylation reactions.

Authors:  Gabriela A Grasa; Rebecca M Kissling; Steven P Nolan
Journal:  Org Lett       Date:  2002-10-17       Impact factor: 6.005

10.  Highly efficient mechanochemical scission of silver-carbene coordination polymers.

Authors:  S Karthikeyan; Stephanie L Potisek; Alessio Piermattei; Rint P Sijbesma
Journal:  J Am Chem Soc       Date:  2008-10-17       Impact factor: 15.419

  10 in total
  39 in total

1.  Mechanochemistry: forcing a molecule's hand.

Authors:  S Karthikeyan; Rint P Sijbesma
Journal:  Nat Chem       Date:  2010-06       Impact factor: 24.427

2.  May the force be with you.

Authors: 
Journal:  Nat Nanotechnol       Date:  2009-05       Impact factor: 39.213

3.  Homogeneous catalysis: Catalysts feel the force.

Authors:  Jitendra S Rathore; Alshakim Nelson
Journal:  Nat Chem       Date:  2009-04-06       Impact factor: 24.427

4.  Mechanochemical bond scission for the activation of drugs.

Authors:  Shuaidong Huo; Pengkun Zhao; Zhiyuan Shi; Miancheng Zou; Xintong Yang; Eliza Warszawik; Mark Loznik; Robert Göstl; Andreas Herrmann
Journal:  Nat Chem       Date:  2021-01-29       Impact factor: 24.427

5.  Catalytic control over supramolecular gel formation.

Authors:  Job Boekhoven; Jos M Poolman; Chandan Maity; Feng Li; Lars van der Mee; Christophe B Minkenberg; Eduardo Mendes; Jan H van Esch; Rienk Eelkema
Journal:  Nat Chem       Date:  2013-04-07       Impact factor: 24.427

Review 6.  Polymers with autonomous life-cycle control.

Authors:  Jason F Patrick; Maxwell J Robb; Nancy R Sottos; Jeffrey S Moore; Scott R White
Journal:  Nature       Date:  2016-12-14       Impact factor: 49.962

7.  Mechanistic insights into the ruthenium-catalysed diene ring-closing metathesis reaction.

Authors:  Edwin F van der Eide; Warren E Piers
Journal:  Nat Chem       Date:  2010-05-09       Impact factor: 24.427

8.  Sterically controlled mechanochemistry under hydrostatic pressure.

Authors:  Hao Yan; Fan Yang; Ding Pan; Yu Lin; J Nathan Hohman; Diego Solis-Ibarra; Fei Hua Li; Jeremy E P Dahl; Robert M K Carlson; Boryslav A Tkachenko; Andrey A Fokin; Peter R Schreiner; Giulia Galli; Wendy L Mao; Zhi-Xun Shen; Nicholas A Melosh
Journal:  Nature       Date:  2018-02-21       Impact factor: 49.962

9.  Architectural Stabilization of a Gold(III) Catalyst in Metal-Organic Frameworks.

Authors:  John S Lee; Eugene A Kapustin; Xiaokun Pei; Sebastián Llopis; Omar M Yaghi; F Dean Toste
Journal:  Chem       Date:  2019-11-25       Impact factor: 22.804

10.  A backbone lever-arm effect enhances polymer mechanochemistry.

Authors:  Hope M Klukovich; Tatiana B Kouznetsova; Zachary S Kean; Jeremy M Lenhardt; Stephen L Craig
Journal:  Nat Chem       Date:  2012-12-23       Impact factor: 24.427

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