Polyimide-Supported Dichloro-1,3-bis(p-dimethylaminobenzyl)benzimidazolidin-2-ilidenruthenium (II) as Effective Catalyst for Hydrosilylation Reactions

Köytepe, Siileyman; Seçki̇n, Turgay; Yaşar, Sedat; Özdemır, İsmaıl

doi:10.1163/156855508x328112

Cited by 10 publications

(5 citation statements)

References 33 publications

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“…The IR data for benzimidazolinium salts of 2a , 2b , 2c , 2d , 2e , 2f clearly indicate the presence of the C−N group with a ν (C−N) vibration at 1490, 1452, 1455, 1471, 1467 and 1459 cm −1 . The NMR values of 2a , 2b , 2c , 2d , 2e , 2f are similar to other synthesized and characterized benzimidazolium salts …”

Section: Resultssupporting

confidence: 83%

Palladium(II)‐N‐heterocyclic carbene complexes: synthesis, characterization and catalytic application

Çekirdek

Yaşar

Özdemır

2014

Applied Organom Chemis

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N-Heterocyclic carbenes (NHCs) are of great importance and are powerful ligands for transition metals. A new series of sterically hindered benzimidazole-based NHC ligands (LHX) (2a-f), silver-NHC complexes (3a-f) and palladium-NHC complexes (4a-f) have been synthesized and characterized using appropriate spectroscopic techniques. Studies have focused on the development of a more efficient catalytic system for the Suzuki coupling reaction of aryl chlorides. Catalytic performance of Pd-NHC complexes and in situ prepared Pd(OAc) 2 /LHX catalysts has been investigated for the Suzuki cross-coupling reaction under mild reaction conditions in aqueous N,N-dimethylformamide (DMF). These complexes smoothly catalyzed the Suzuki-Miyaura reactions of electron-rich and electron-poor aryl chlorides.

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Section: Resultssupporting

confidence: 83%

Palladium(II)‐N‐heterocyclic carbene complexes: synthesis, characterization and catalytic application

Çekirdek

Yaşar

Özdemır

2014

Applied Organom Chemis

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“…Polyimide-supported NHC–Ru complex 446 was obtained by copolymerization of the NHC–Ru complex 445 with a dianhydride in NMP solution (Scheme ). Depending on the dianhydrides used, M n ranged between 8.88 × 10 5 and 29.13 × 10 5 g/mol and a low surface area of 22–28 m 2 /g was determined. Cowley and co-workers , reported a series of polymer-supported NHC complexes obtained by electrochemical polymerization of thiophene functionalized NHC–metal complexes 447 , which were prepared by metalation of ligand precursor 188 with the corresponding metal precursor (e.g., AgCl, AuCl, Ir(COD)Cl) (Scheme ).…”

Section: Synthetic Strategies For the Immobilization Of N-heterocycli...mentioning

confidence: 99%

“…Moreover, the high conversions of >99% could be maintained for three consecutive runs . Other publications successfully investigated the hydrosilylation of acetophenone by supported NHC catalysts. , A special focus can be laid on a publication by Ying et al, who synthesized nanoparticles that bore free carbenes on the surface. These were able to conduct the metal free hydrosilylation of acetophenone quantitatively within 10 min.…”

Section: Catalytic Applications Of Immobilized Nhc Compoundsmentioning

confidence: 99%

Immobilization of N-Heterocyclic Carbene Compounds: A Synthetic Perspective

et al. 2017

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Over the course of the past 15 years the success story of N-heterocyclic carbene (NHC) compounds in organic, inorganic, and organometallic chemistry has been extended to another dimension. The immobilization of NHC compounds, undergoing continuous diversification, broadens their range of applications and leads to new solutions for challenges in catalytic and synthetic chemistry. This review intends to present a synthetic toolkit for the immobilization of NHC compounds, giving the reader an overview on synthetic techniques and strategies available in the literature. By individually summarizing and assessing the synthetic steps of the immobilization process, a comprehensive picture of the strategies and methodologies for the immobilization of NHC compounds is presented. Furthermore, the characterization of supported NHC compounds is discussed in detail in order to set up necessary criteria for an in-depth analysis of the immobilized derivatives. Finally, the catalytic applications of immobilized NHC compounds are briefly reviewed to illustrate the practical use of this technique for a broad variety of reaction types.

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“…14 A series of ketone and aldehyde compounds have been transformed (T ¼ 60 C and t $ 3 h) in alcohol-derived products after cleavage. On the other hand, Koytepe et al 15 described the preparation of a polyimide-supported ruthenium complex as an effective catalyst for hydrosilylation reaction of acetophenone.…”

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confidence: 99%

Efficient carbonyl hydrosilylation reaction: Toward EVA copolymer crosslinking

Bonnet

Bounor‐Legaré

Boisson

et al. 2011

J. Polym. Sci. A Polym. Chem.

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In this article, the hydrosilylation reaction of carbonyl groups of acetate derivatives and SiH groups of hydride‐terminated polydimethylsiloxane at high temperature (100–130 °C) are described. Triruthenium dodecacarbonyl, Ru3(CO)12, was used as effective catalyst for hydrosilylation reaction. The hydrosilylation reactions with octyl acetate and 4‐heptyl acetate were investigated by multinuclear NMR spectroscopy (1H, 13C, and 29Si). This work provides evidence of the addition reaction of SiH groups onto carbonyl groups. The influence of the nature of the acetate structure on the reaction kinetics was shown and the slight contribution of side reactions at high temperature highlighted. Hydrosilylation reaction was extent to the crosslinking of ethylene‐vinyl acetate (EVA) copolymer in the same range of temperature. The formation of EVA chemical network was demonstrated by HR‐MAS NMR spectroscopy and by measuring the gel fraction of EVA chains in hot toluene. From Flory theory, the crosslinking density of elastic strand was calculated to be 80 mol m−3 in agreement with the measurements from swelling ratio (VA/SiH molar ratio: 11.8). © 2011 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem, 2011

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Polyimide-Supported Dichloro-1,3-bis(p-dimethylaminobenzyl)benzimidazolidin-2-ilidenruthenium (II) as Effective Catalyst for Hydrosilylation Reactions

Cited by 10 publications

References 33 publications

Palladium(II)‐N‐heterocyclic carbene complexes: synthesis, characterization and catalytic application

Palladium(II)‐N‐heterocyclic carbene complexes: synthesis, characterization and catalytic application

Immobilization of N-Heterocyclic Carbene Compounds: A Synthetic Perspective

Efficient carbonyl hydrosilylation reaction: Toward EVA copolymer crosslinking

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