In a Quest for Selectivity Paired with Activity: A Ruthenium Olefin Metathesis Catalyst Bearing an Unsymmetrical Phenanthrene-Based N-Heterocyclic Carbene

Chemistry : a European Journal
Michał DąbrowskiKarol Grela

Abstract

Robust, selective, and stable in the presence of ethylene, ruthenium olefin metathesis pre-catalyst, {[3-benzyl-1-(10-phenyl-9-phenanthryl)]-2-imidazolidinylidene}dichloro(o-isopropoxyphenylmethylene)ruthenium(II), Ru-3, bearing an unsymetrical N-heterocyclic carbene (uNHC) ligand, has been synthesized. The initiation rate of Ru-3 was examined by ring-closing metathesis and cross-metathesis reactions with a broad spectrum of olefins, showing an unprecendented selectivity. It was also tested in industrially relevant ethenolysis reactions of olefinic substrates from renewable feedstock with very good yields and selectivities.

References

Aug 3, 2001·Il Farmaco·C GhelardiniA Bartolini
Oct 14, 2005·Journal of the American Chemical Society·Arnab K ChatterjeeRobert H Grubbs
Dec 8, 2005·Journal of the American Chemical Society·Soon Hyeok HongRobert H Grubbs
Mar 16, 2006·Chemistry : a European Journal·Nele LedouxFrancis Verpoort
May 26, 2006·Angewandte Chemie·Yves Chauvin
Feb 1, 2007·Journal of the American Chemical Society·Jay C ConradDeryn E Fogg
Jun 6, 2007·Journal of the American Chemical Society·Soon Hyeok HongRobert H Grubbs
Jul 12, 2007·Angewandte Chemie·Donde R AndersonRobert H Grubbs
Jun 25, 2008·Proceedings of the National Academy of Sciences of the United States of America·Jürg GertschAndreas Zimmer
Sep 9, 2008·Plant Physiology·Guodong WangRichard A Dixon
Jun 19, 2009·Chemical Reviews·Cezary SamojłowiczKarol Grela
Jun 23, 2009·Chemical Reviews·Sebastien Monfette, Deryn E Fogg
Oct 17, 2009·Chemistry : a European Journal·Iyad KaraméChloé Thieuleux
Jan 18, 2011·Chemical Reviews·Laure BenhamouVincent César
Apr 8, 2011·Angewandte Chemie·Ursula BiermannHans J Schäfer
Apr 27, 2011·Chemical Communications : Chem Comm·Alois Fürstner
Sep 17, 2011·Journal of the American Chemical Society·Anne G D GrotevendtDeryn E Fogg
Oct 19, 2011·Dalton Transactions : an International Journal of Inorganic Chemistry·Santosh KavitakeChloé Thieuleux
Jan 28, 2012·Organometallics·Renee M ThomasRobert H Grubbs
May 15, 2012·Angewandte Chemie·Samir Chikkali, Stefan Mecking
May 16, 2012·Dalton Transactions : an International Journal of Inorganic Chemistry·Johanna TornatzkySiegfried Blechert
Nov 28, 2012·Dalton Transactions : an International Journal of Inorganic Chemistry·Ian W AshworthJonathan M Percy
Jan 16, 2013·Journal of the American Chemical Society·Lauren E RosebrughRobert H Grubbs
Feb 1, 2013·Journal of the American Chemical Society·Manoja K SamantarayChloé Thieuleux
Nov 15, 2013·Development·Daniel C McIntyreDavid R McClay
Feb 4, 2014·Dalton Transactions : an International Journal of Inorganic Chemistry·David J Nelson, Jonathan M Percy
Jun 17, 2014·Chemical Communications : Chem Comm·David J NelsonSteven P Nolan
Nov 27, 2015·Dalton Transactions : an International Journal of Inorganic Chemistry·Veronica ParadisoFabia Grisi
Dec 15, 2015·Beilstein Journal of Organic Chemistry·Andrzej TraczKrzysztof Skowerski
Feb 16, 2016·Beilstein Journal of Organic Chemistry·Agnieszka HryniewickaStanisław Witkowski
Jul 1, 2016·Chemistry : a European Journal·Johan BidangeChristian Bruneau
Oct 14, 2016·Journal of the American Chemical Society·William L McClennanDeryn E Fogg
Dec 16, 2017·Chemical Communications : Chem Comm·Roman VasiutaHerbert Plenio

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Citations

Jun 20, 2021·Chemical Record : an Official Publication of the Chemical Society of Japan ... [et Al.]·Louis MonsignyKarol Grela

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