Ruthenium-based olefin metathesis catalysts with monodentate unsymmetrical NHC ligands

• Veronica Paradiso,
• Chiara Costabile and
• Fabia Grisi

Beilstein J. Org. Chem. 2018, 14, 3122–3149, doi:10.3762/bjoc.14.292

• activity and selectivity of the corresponding catalysts. Quite recently, on the basis of a previous work, Verpoort et al. reported on the synthesis and characterization of second generation ruthenium indenylidene catalysts bearing N-alkyl, N’-mesityl-substituted NHCs 41–43 in which the alkyl group was

• consequently, to improve efficiency of the resulting ruthenium catalysts, the Grela group focused on the development of new ruthenium indenylidene and Hoveyda-type complexes bearing unsymmetrical NHCs containing a heteroaromatic moiety (143–147, Figure 27) [47]. The catalytic performances of 143–147 were

Latent ruthenium–indenylidene catalysts bearing a N-heterocyclic carbene and a bidentate picolinate ligand

• Thibault E. Schmid,
• Florian Modicom,
• Adrien Dumas,
• Etienne Borré,
• Loic Toupet,
• Olivier Baslé and
• Marc Mauduit

Beilstein J. Org. Chem. 2015, 11, 1541–1546, doi:10.3762/bjoc.11.169

• Cedex, France 10.3762/bjoc.11.169 Abstract A silver-free methodology was developed for the synthesis of unprecedented N-heterocyclic carbene ruthenium indenylidene complexes bearing a bidentate picolinate ligand. The highly stable (SIPr)(picolinate)RuCl(indenylidene) complex 4a (SIPr = 1,3-bis(2-6

• . Keywords: latent catalyst; olefin metathesis; picolinate ligand; ruthenium indenylidene; Introduction Olefin metathesis has witnessed tremendous development in the last decades and has emerged as a powerful tool with dramatic impact on both organic chemistry and materials science [1][2]. Intensive

Ruthenium indenylidene “1^st generation” olefin metathesis catalysts containing triisopropyl phosphite

• Stefano Guidone,
• Fady Nahra,
• Alexandra M. Z. Slawin and
• Catherine S. J. Cazin

Beilstein J. Org. Chem. 2015, 11, 1520–1527, doi:10.3762/bjoc.11.166

The cross-metathesis of methyl oleate with cis-2-butene-1,4-diyl diacetate and the influence of protecting groups

• Arno Behr and
• Jessica Pérez Gomes

Beilstein J. Org. Chem. 2011, 7, 1–8, doi:10.3762/bjoc.7.1

• and an inexpensive base chemical was prepared. Various metathesis catalysts were investigated, disclosing that the Schiff base ruthenium indenylidene catalyst [Ru]-7 bearing a N-heterocyclic carbene ligand, which is an already industrial implemented metathesis catalyst, led to high conversions and

Tandem catalysis of ring-closing metathesis/atom transfer radical reactions with homobimetallic ruthenium–arene complexes

• Yannick Borguet,
• Xavier Sauvage,
• Guillermo Zaragoza,
• Albert Demonceau and
• Lionel Delaude

Beilstein J. Org. Chem. 2010, 6, 1167–1173, doi:10.3762/bjoc.6.133

• Compostela, Campus Vida, 15782 Santiago de Compostela, Spain 10.3762/bjoc.6.133 Abstract The tandem catalysis of ring-closing metathesis/atom transfer radical reactions was investigated with the homobimetallic ruthenium–indenylidene complex [(p-cymene)Ru(μ-Cl)3RuCl(3-phenyl-1-indenylidene)(PCy3)] (1) to

• reactions with homobimetallic ruthenium–indenylidene complex 1 to generate active species in situ. The two catalytic processes were first carried out independently in a case study before the whole sequence was optimized and applied to the synthesis of several polyhalogenated bicyclic γ-lactams and lactones

• had already established that monometallic ruthenium–indenylidene complexes were able to promote the ATRA and ATRP of vinyl monomers [36][37]. In a tandem RCM/ATRC process, it is, however, very unlikely for the indenylidene species to remain unaltered in solution after the metathesis step. Indeed

About the activity and selectivity of less well-known metathesis catalysts during ADMET polymerizations

• Hatice Mutlu,
• Lucas Montero de Espinosa,
• Oĝuz Türünç and
• Michael A. R. Meier

Beilstein J. Org. Chem. 2010, 6, 1149–1158, doi:10.3762/bjoc.6.131

• ; metathesis; olefin isomerization; renewable raw materials; ruthenium–indenylidene catalysts; Introduction Among the large number of organic and organometallic reactions allowing the formation of carbon–carbon bonds, olefin metathesis has found its place in organic synthesis as well as polymer science as a

Backbone tuning in indenylidene–ruthenium complexes bearing an unsaturated N-heterocyclic carbene

• César A. Urbina-Blanco,
• Xavier Bantreil,
• Hervé Clavier,
• Alexandra M. Z. Slawin and
• Steven P. Nolan

Beilstein J. Org. Chem. 2010, 6, 1120–1126, doi:10.3762/bjoc.6.128

• electronic parameter (electronic) and the percent buried volume (%Vbur, steric) parameters. The corresponding ruthenium–indenylidene complexes were also synthesized and tested in benchmark metathesis transformations to establish possible correlations between reactivity and NHC electronic and steric

• parameters. Keywords: N-heterocyclic carbene; olefin metathesis; percent buried volume; ruthenium–indenylidene; Tolman electronic parameter; Introduction The use of N-heterocyclic carbenes (NHC) as spectator ligands in ruthenium-mediated olefin metathesis represents one of the most important breakthroughs

• via an observed C–H activation route [19]. These results encouraged us to explore the electronic influence of backbone substitution in unsaturated NHCs with ruthenium–indenylidene complexes. Indenylidene catalysts are rapidly becoming quite popular [20][21], due to the availability of ruthenium