A resourceful new strategy in organic synthesis: Tandem and stepwise metathesis/non-metathesis catalytic processes

Drăguţan, Valerian; Drăguţan, Ileana

doi:10.1016/j.jorganchem.2006.08.012

Cited by 90 publications

(26 citation statements)

References 152 publications

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“…These metathesis transformations include, for instance, polymerization reactions (ROMP, ADMET), [3] cross metathesis (CM), [4] ringclosing metathesis (RCM), [5] enyne metathesis, [6] ring-rear-rangement metathesis (RRM), [7] or also tandem processes. [8] This explains the enormous activity aimed at attempting to develop ever more active catalysts. Thus, several types of ruthenium-based complexes have been investigated including Ru-benzylidene [9] or -indenylidene, [10] "boomerang" type catalysts, [11] or latent catalysts, [12] but also Ru species bearing various phosphines, [13] N-heterocyclic carbenes (NHCs), [14] pyridine derivatives, [15] or anionic ligands.…”

Section: Introductionmentioning

confidence: 99%

Chemodivergent Metathesis of Dienynes Catalyzed by Ruthenium–Indenylidene Complexes: An Experimental and Computational Study

Clavier

Correa

Escudero‐Adán

et al. 2009

Chemistry A European J

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A study on the enyne metathesis reaction leading to the formation cyclic compounds using ruthenium-indenylidene complexes is presented. Several 1,11-dien-6-ynes have been subjected to ruthenium metathesis cyclization by using ruthenium-indenylidene complexes bearing various phosphine and N-heterocyclic carbene (NHC) ligands. Interestingly, for some substrates chemodivergent metathesis occurs and is a function of the catalyst employed. This led us to investigate the competing "ene-then-yne" or "yne-then-ene" reaction pathways apparently at play in these systems using both experimental observations and DFT calculations. Experimental and computational studies were found in good agreement and permit to conclude that for phosphine-containing catalysts, the "ene-then-yne" pathway is exclusively adopted. On the other hand, for catalysts bearing NHC ligands, both pathways are possible.

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Section: Introductionmentioning

confidence: 99%

Chemodivergent Metathesis of Dienynes Catalyzed by Ruthenium–Indenylidene Complexes: An Experimental and Computational Study

Clavier

Correa

Escudero‐Adán

et al. 2009

Chemistry A European J

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“…Within this category olefin metathesis (mainly as ringclosing metathesis, cross-metathesis and ring-opening metathesis polymerization (ROMP)), has won a leading position owing to its success in yielding various natural products, specialty polymers, pharmaceuticals and otherwise hard-to-get organic compounds [1][2][3][4][5][6][7][8][9][10][11][12][13].…”

Section: Introductionmentioning

confidence: 99%

First FT-Raman and 1H NMR comparative investigations in ring opening metathesis polymerization

Ding

Monsaert

Drozdzak

et al. 2009

Vibrational Spectroscopy

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“…Over the past few years ruthenium complexes have opened up enormous possibilities for a variety of catalytic organic processes [1][2][3][4][5][6][7][8][9][10][11][12][13][14][15][16][17][18][19][20], due to great advances in the design and synthesis of efficient and selective catalysts based thereupon [21][22][23][24][25][26][27][28][29][30][31][32][33][34][35][36][37][38]. Mainly responsible for this progress are recently introduced ligands such as N-heterocyclic carbenes [39][40][41][42][43][44], Schiff bases [45][46][47][48][49][50][51], other N-or N, S, Pbi-or multidentate donor ligands [52], O-donor ligands [53] etc.…”

Section: Introductionmentioning

confidence: 99%

Ruthenium Complexes Containing Bidentate Schiff Base Ligands as Precursors of Homogeneous and Immobilized Catalysts

Ding¹,

Sun²,

Monsaert³

et al. 2008

COS

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The paper presents recent work conducted in our group on the synthesis of a novel class of homogeneous and immobilized Rucomplexes containing Schiff bases as O,N-bidentate ligands benefiting from a versatile, quite general and thoroughly exemplified twostep procedure. The new Ru-complexes with improved stability incorporate a variety of Schiff bases, associated with traditional inorganic and organic ligands such as chloride, phosphanes, arenes, cyclodienes, NHC etc., and different carbenes (alkylidene, vinylidene, allenylidene and indenylidene). By a proper choice of the Schiff base, useful physical and chemical properties of the derived Rucomplexes could be induced resulting in tunable catalytic activity for metathesis and related processes. A pertinent example is the latency of selected Schiff base Ru catalysts which by becoming active only under specific conditions (heat or acid activation) are ideal for industrial applications, e.g. reaction injection molding processes. The synthetic approaches that are critically discussed in this artcile have led to a diversity of Ru-complexes of which several members have risen to the rank of commercial catalysts.

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A resourceful new strategy in organic synthesis: Tandem and stepwise metathesis/non-metathesis catalytic processes

Cited by 90 publications

References 152 publications

Chemodivergent Metathesis of Dienynes Catalyzed by Ruthenium–Indenylidene Complexes: An Experimental and Computational Study

Chemodivergent Metathesis of Dienynes Catalyzed by Ruthenium–Indenylidene Complexes: An Experimental and Computational Study

First FT-Raman and 1H NMR comparative investigations in ring opening metathesis polymerization

Ruthenium Complexes Containing Bidentate Schiff Base Ligands as Precursors of Homogeneous and Immobilized Catalysts

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