Olefinmetathese und mehr

Fürstner, Alois

doi:10.1002/1521-3757(20000901)112:17<3140::aid-ange3140>3.0.co;2-g

Cited by 604 publications

(44 citation statements)

References 376 publications

Supporting

Mentioning

Contrasting

Unclassified

Order By: Relevance

“…They differ from the others by excellent solubilizing properties for both the starting monomeric compounds and resulting polymers. Thus, for polymerization of 4, we chose one representative from each group and applied the optimum conditions elaborated above ([initiator] ) 4.8 µmol/ g; [4] ) 0.48 mmol/g).…”

Section: Resultsmentioning

confidence: 84%

“…1 Ring-opening metathesis polymerization (ROMP) is nowadays a well-established polymerization technique. [2][3][4][5] Both well-defined Schrock [6][7][8] and Grubbs 3,9 type initiators are suited for these purposes and allow for polymerizations in a truly living manner. In Ru-catalyzed ROMP, N-heterocyclic carbene (NHC)-based ruthenium benzylidenes [9][10][11] are in most cases the preferred initiators.…”

Section: Introductionmentioning

confidence: 99%

See 1 more Smart Citation

Ring-Opening Metathesis Polymerization (ROMP) in Ionic Liquids: Scope and Limitations

et al. 2006

View full text Add to dashboard Cite

The ring-opening metathesis polymerization (ROMP) of functional norbornenes, i.e., exo,endo-5-norbornene-2-carbonitrile (3), methyl (exo,endo-5-norbornene-2-carboxylate) (4), norborn-5-ene-2-yl acetate (5), 2-propyl exo,endo-5-norbornene-2-carboxylate (6), norborn-5-ene-2-carboxylic acid (7), exo,endo-5-norbornene-2-methanol (8), exo,endo-5-norbornene-2-ylmethyl bromide (9), exo,endo-5-norbornene-2-ylmethylamine (10), exo,endo-5-norbornene-2-triethoxysilane (11), dimethyl exo,endo-5-norbornene-2-yl phosphonate (12), exo,endo-5-norbornene-2-ylcarboxyethyl-3-ethylimidazolium bis(trifluoromethylsulfonyl)imide (13), exo,endo-5-norbornene-2-ylcarboxyethyl-3-ethylimidazolium tetrafluoroborate (14), 7-oxanorborn-5-ene-2,3-dicarboxylic anhydride (15), was performed in a variety of pure ionic liquids (ILs) in the absence of any cosolvent. Both imidazolium, i.e., [1-butyl-3-methylIM] + X -and [1-butyl-2,3-dimethylIM] + X -(IM + ) imidazolium, X -) PF 6 -, CF 3 SO 3 -, (CF 3 SO 2 ) 2 N -, CF 3 COO -, NO 3 -, BF 4 -, Br -), and phosphonium-based ILs, i.e., [P + (C 6 H 13 ) 3 (C 14 H 29 )]X -(X -) PF 6 -, BF 4 -, Cl -), were used. In this context, the principal compatibility of an IL with a series of rutheniumbased catalysts, i.e. RuCl 2 Py 2 (IMesH 2 )(CHPh) (1) and RuCl 2 (IMesH 2 )(2-(2-PrO-C 6 H 4 ) (2) (Py ) pyridine, IMesH 2 ) 1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazolin-2-ylidene) was shown. The influence of temperature, concentration of both the initiator and the monomer and nature of the IL on ROMP was investigated. ROMP of norbornene derivatives in ionic solvents proceeded with high speed and offered access to high molecular weight polymers (M w up to 1 500 000 g/mol) in high yields. Most important, ILs allowed for the synthesis of polymers from monomers that are hardly polymerizable in organic solvents, e.g. of 15. The use of 3 in [1-methyl-3-butylIM] + PF 6 -as the reaction medium along with 2-(2-propoxy)styrene allowed for the recycling of the ruthenium catalyst. The interaction of catalyst 2 with different ILs, which allowed for an explanation of the influence of the IL's nature upon the polymerization process, was investigated by IR-and UV-vis spectroscopy. These investigations will facilitate the choice of the optimum IL in future investigations.

show abstract

Section: Resultsmentioning

confidence: 84%

Section: Introductionmentioning

confidence: 99%

Ring-Opening Metathesis Polymerization (ROMP) in Ionic Liquids: Scope and Limitations

et al. 2006

View full text Add to dashboard Cite

show abstract

“…This is especially visible in the field olefin metathesis: a fairly old reaction that has long remained as laboratory curiosity without significance for advanced organic chemistry [1]. New organometallic catalysts which combine high catalytic activity with fairly good stability, however, have revolutionized the field [2,3]. The tremendous success of this transformation is largely due to discovery of active, well-defined first-generation ((PCy 3 ) 2 Cl 2 Ru CHPh, 1), second-generation (2) and thirdgeneration (3) ruthenium carbene complexes [4][5][6].…”

Section: Introductionmentioning

confidence: 99%

New tunable catalysts for olefin metathesis: Controlling the initiation through electronic factors

Gułajski

Michrowska

Bujok

et al. 2006

Journal of Molecular Catalysis A: Chemical

100

View full text Add to dashboard Cite

“…[1] The development and subsequent commercial availability of highly active catalyst complexes has allowed olefin metathesis to have an important synthetic impact on fields ranging from materials science, [2] to biochemistry, [3] to natural products synthesis. [4] …”

mentioning

confidence: 99%

Alkene Chemoselectivity in Ruthenium‐Catalyzed Z‐Selective Olefin Metathesis

Cannon

Grubbs

2013

Angew Chem Int Ed

View full text Add to dashboard Cite

Chelated ruthenium catalysts have achieved highly chemoselective olefin metathesis reactions. Terminal and internal Z olefins were selectively reacted in the presence of internal E olefins. Products were produced in good yield and high stereoselectivity for formation of a new Z olefin. No products of metathesis with the internal E olefin were observed. Chemoselectivity for terminal olefins was also observed over both sterically hindered and electronically deactivated alkenes.

show abstract

Olefinmetathese und mehr

Cited by 604 publications

References 376 publications

Ring-Opening Metathesis Polymerization (ROMP) in Ionic Liquids: Scope and Limitations

Ring-Opening Metathesis Polymerization (ROMP) in Ionic Liquids: Scope and Limitations

New tunable catalysts for olefin metathesis: Controlling the initiation through electronic factors

Alkene Chemoselectivity in Ruthenium‐Catalyzed Z‐Selective Olefin Metathesis

Contact Info

Product

Resources

About