Well-Defined Alkyne Metathesis Catalysts: Developments and Recent Applications

Chemistry : a European Journal
Henrike Ehrhorn, Matthias Tamm

Abstract

Although alkyne metathesis has been known for 50 years, rapid progress in this field has mostly occurred during the last two decades. In this article, the development of several highly efficient and thoroughly studied alkyne metathesis catalysts is reviewed, which includes novel well-defined, in situ formed and heterogeneous systems. Various alkyne metathesis methodologies, including alkyne cross-metathesis (ACM), ring-closing alkyne metathesis (RCAM), cyclooligomerization, acyclic diyne metathesis polymerization (ADIMET), and ring-opening alkyne metathesis polymerization (ROAMP), are presented, and their application in natural product synthesis, materials science as well as supramolecular and polymer chemistry is discussed. Recent progress in the metathesis of diynes is also summarized, which gave rise to new methods such as ring-closing diyne metathesis (RCDM) and diyne cross-metathesis (DYCM).

References

Jul 13, 2000·Organic Letters·C W Lee, Robert H Grubbs
Aug 24, 2000·Organic Letters·A Fürstner, T Dierkes
Jan 11, 2000·The Journal of Organic Chemistry·A FürstnerRichard Mynott
May 12, 2001·The Journal of Organic Chemistry·B AguileraJ H van Boom
Jun 28, 2001·Journal of the American Chemical Society·M I SluchM A Berg
Jun 30, 2001·Organic Letters·A Fürstner, C Mathes
Dec 19, 2001·Accounts of Chemical Research·Uwe H F Bunz
May 15, 2002·Chemistry : a European Journal·Alois FürstnerHelga Krause
Jul 4, 2002·Journal of the American Chemical Society·Barry M TrostThomas Jöge
Aug 17, 2002·Organic Letters·Glen Brizius, Uwe H F Bunz
Oct 3, 2002·Chemical Communications : Chem Comm·Alois Fürstner, Karin Radkowski
May 6, 2003·Angewandte Chemie·Stephen J Connon, Siegfried Blechert
May 13, 2003·Chemical Communications : Chem Comm·Dahui Zhao, Jeffrey S Moore
Oct 9, 2003·Angewandte Chemie·Richard R Schrock, Amir H Hoveyda
Nov 13, 2003·Angewandte Chemie·Alois FürstnerJon T Jensen
Nov 26, 2003·Chemistry : a European Journal·Yoshihiro Yamaguchi, Zen-ichi Yoshida
Jan 8, 2004·Journal of the American Chemical Society·Wei ZhangJeffrey S Moore
Mar 23, 2004·Chemistry : a European Journal·Sigurd Höger
Oct 8, 2004·Journal of the American Chemical Society·Wei Zhang, Jeffrey S Moore
Oct 23, 2004·The Journal of Organic Chemistry·Volodymyr SashukKarol Grela
Feb 23, 2005·Chemical Communications : Chem Comm·Nourdin GhalitRob M J Liskamp
May 7, 2005·Chemical Communications : Chem Comm·Alois Fürstner, Paul W Davies
Jul 9, 2005·Angewandte Chemie·K C NicolaouDavid Sarlah
Aug 18, 2005·Journal of the American Chemical Society·Wei Zhang, Jeffrey S Moore
Oct 14, 2005·Journal of the American Chemical Society·Arnab K ChatterjeeRobert H Grubbs
Dec 6, 2005·Inorganic Chemistry·Robyn L GdulaNathan W Ockwig
Dec 16, 2005·Angewandte Chemie·Haim WeissmanJeffrey S Moore
Feb 1, 2006·Angewandte Chemie·Annabelle L K Shi Shun, Rik R Tykwinski
May 26, 2006·Angewandte Chemie·Yves Chauvin
Jul 27, 2006·Journal of the American Chemical Society·Robyn L Gdula, Marc J A Johnson
Nov 9, 2006·Chemistry : a European Journal·Alois FürstnerChristian W Lehmann
Jan 26, 2007·Organic & Biomolecular Chemistry·Matthias TammJörg Grunenberg
Jan 30, 2007·Organic Letters·Viktor V Vintonyak, Martin E Maier
Mar 16, 2007·Journal of the American Chemical Society·Andrea M GeyerMarc J A Johnson
May 25, 2007·Angewandte Chemie·Viktor V Vintonyak, Martin E Maier
Jul 3, 2007·The Journal of Physical Chemistry. B·Huisheng Peng
May 12, 1995·Science·C E Laplaza, C C Cummins
Sep 28, 2007·Angewandte Chemie·Jia-Xing JiangAndrew I Cooper
Oct 19, 2007·Organic & Biomolecular Chemistry·Stefan SchulzLawrence E Gilbert
Nov 2, 2007·Angewandte Chemie·Alois FürstnerLudovic Jean
May 9, 2008·The Journal of Organic Chemistry·Hyeon Mo ChoJeffrey S Moore
Jun 21, 2008·Journal of the American Chemical Society·Andrea M GeyerJeff W Kampf
Jun 19, 2009·Chemical Reviews·Cezary SamojłowiczKarol Grela
Aug 15, 2009·Chemical Reviews·Jianzhao LiuBen Zhong Tang
Oct 13, 2009·Chemistry : a European Journal·Martin BindlAlois Fürstner
Feb 4, 2010·Angewandte Chemie·Brian J Smith, Gary A Sulikowski
Apr 16, 2010·Chemical Communications : Chem Comm·Eike Jahnke, Rik R Tykwinski
Aug 12, 2010·Journal of the American Chemical Society·Johannes HeppekausenAlois Fürstner
Aug 25, 2010·Angewandte Chemie·Felix R Fischer, Colin Nuckolls
Sep 8, 2010·Chemical Society Reviews·Calden N CarrollDarren W Johnson
Sep 21, 2010·Chemical Communications : Chem Comm·Aaron D Finke, Jeffrey S Moore
Sep 30, 2010·Chemical Society Reviews·Xuemei SunHuisheng Peng
Oct 12, 2010·Organic Letters·Mark G Nilson, Raymond L Funk
Feb 3, 2011·Beilstein Journal of Organic Chemistry·Xian Wu, Matthias Tamm
May 19, 2009·Macromolecular Rapid Communications·Uwe H F Bunz
Aug 10, 2011·Chemical Communications : Chem Comm·Andrew F KyleDarren J Dixon
Oct 1, 2011·Angewandte Chemie·Masahiko IyodaM Jalilur Rahman
Nov 17, 2011·Journal of the American Chemical Society·Chenxi ZhangWei Zhang
Nov 22, 2011·Journal of the American Chemical Society·Benjamin K KeitzRobert H Grubbs
Mar 10, 2012·The Journal of Organic Chemistry·Marianne FouchéAnthony G M Barrett
Mar 29, 2012·Chemical Communications : Chem Comm·Dustin E GrossJeffrey S Moore
May 17, 2012·Chemical Communications : Chem Comm·Chenxi ZhangWei Zhang
May 25, 2012·Angewandte Chemie·Sergej LysenkoMatthias Tamm
Jun 8, 2012·Angewandte Chemie·Wojciech ChaładajAlois Fürstner
Jun 13, 2012·Journal of the American Chemical Society·Robert DawsonAndrew I Cooper
Nov 20, 2012·Angewandte Chemie·Birte HaberlagMatthias Tamm
Jan 10, 2013·Dalton Transactions : an International Journal of Inorganic Chemistry·Matthew E O'ReillyAdam S Veige
Jan 29, 2013·Angewandte Chemie·Alois Fürstner
Apr 10, 2013·Angewandte Chemie·Daniel W PaleyColin Nuckolls
May 29, 2013·Chemical Communications : Chem Comm·Sin Ting LiMatthias Tamm
Jun 22, 2013·Chemical Reviews·Scott E AllenMarisa C Kozlowski
Sep 17, 2013·Chemistry : a European Journal·Peter PersichAlois Fürstner
Dec 18, 2013·Chemistry : a European Journal·Johannes AhrensMartin Bröring
Mar 14, 2014·Angewandte Chemie·Jens Willwacher, Alois Fürstner
Apr 18, 2014·Accounts of Chemical Research·Yinghua JinWei Zhang
Jul 23, 2014·Chemical Reviews·Santos FusteroGünter Haufe
Aug 26, 2014·Angewandte Chemie·Qi WangWei Zhang
Aug 30, 2014·Chemistry : a European Journal·Rudy Lhermet, Alois Fürstner
Sep 4, 2014·Journal of the American Chemical Society·Haihui PengXiaodong Shi
Sep 11, 2014·Chemical Society Reviews·Uwe H F BunzMichael Porz
Oct 8, 2014·Angewandte Chemie·Timothy A HillDavid P Fairlie
Dec 19, 2014·Chemistry : a European Journal·Gaëlle ValotAlois Fürstner
May 27, 2015·Organic & Biomolecular Chemistry·K S SindhuGopinathan Anilkumar
Jul 4, 2015·Chemistry : a European Journal·Felix Ungeheuer, Alois Fürstner
Dec 15, 2015·Angewandte Chemie·Andreas AhlersAlois Fürstner
Feb 9, 2016·Journal of the American Chemical Society·Semin LeeJeffrey S Moore
Feb 19, 2016·Angewandte Chemie·Lian-Dong GuoPei-Qiang Huang
Apr 27, 2016·Chemistry : a European Journal·Ya DuWei Zhang
Apr 28, 2016·Journal of the American Chemical Society·Stephen von KugelgenFelix R Fischer
Aug 4, 2016·Angewandte Chemie·Deven P EstesChristophe Copéret
Sep 8, 2016·Chembiochem : a European Journal of Chemical Biology·Philipp M CrommTom N Grossmann
Oct 11, 2016·Journal of the American Chemical Society·Semin LeeJeffrey S Moore
Jan 5, 2017·Scientific Reports·M L JinC Q Jin
Mar 24, 2017·Dalton Transactions : an International Journal of Inorganic Chemistry·Òscar ÀriasMatthias Tamm
May 18, 2017·Journal of the American Chemical Society·Stephen von KugelgenFelix R Fischer
Jun 28, 2017·Topics in Current Chemistry·Michael OrtizWei Zhang
Oct 7, 2017·Journal of the American Chemical Society·Hyangsoo JeongFelix R Fischer
Nov 23, 2017·Chemistry : a European Journal·Yonghoon KwonAlois Fürstner
Mar 24, 2018·Chemistry, an Asian Journal·Mingxu CuiGuochen Jia
Jul 3, 1998·Angewandte Chemie·Alois Fürstner, Günter Seidel
Oct 23, 2018·Beilstein Journal of Organic Chemistry·Henrike EhrhornMatthias Tamm

Citations

Aug 22, 2020·Angewandte Chemie·Alois FürstnerChristophe Copéret
Sep 19, 2020·Angewandte Chemie·Saskia SchulthoffAlois Fürstner
Oct 13, 2020·Chemistry : a European Journal·Xiu-Ning HuPei-Qiang Huang
Dec 9, 2020·Angewandte Chemie·Lorenz E LöfflerAlois Fürstner

Related Concepts

Alkynes
Cross Reactions
Polymers
Chemical Method
In Situ
Definition
Diynes

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