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Relevant bibliographies by topics / Hydrosilylation of imines

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Dissertations / Theses
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Academic literature on the topic 'Hydrosilylation of imines'

Author: Grafiati

Published: 6 September 2023

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Journal articles on the topic "Hydrosilylation of imines"

1

Zhao, Qun, Jin Zhang, and Michal Szostak. "Ruthenium(0)-sequential catalysis for the synthesis of sterically hindered amines by C–H arylation/hydrosilylation." Chemical Communications 55, no. 61 (2019): 9003–6. http://dx.doi.org/10.1039/c9cc04072b.

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Zhu, Xiaxia, and Haifeng Du. "A chiral borane catalyzed asymmetric hydrosilylation of imines." Organic & Biomolecular Chemistry 13, no. 4 (2015): 1013–16. http://dx.doi.org/10.1039/c4ob02419b.

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Pèrez-Miqueo, Jorge, Virginia San Nacianceno, F. Borja Urquiola, and Zoraida Freixa. "Revisiting the iridacycle-catalyzed hydrosilylation of enolizable imines." Catalysis Science & Technology 8, no. 24 (2018): 6316–29. http://dx.doi.org/10.1039/c8cy01236a.

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4

Li, Bin, Shilin Zhang, Weizhen Wu, Lecheng Liang, Shaohua Jiang, Lu Chen, and Yibiao Li. "Imidazolium-based ionic liquid-catalyzed hydrosilylation of imines and reductive amination of aldehydes using hydrosilane as the reductant." RSC Advances 7, no. 51 (2017): 31795–99. http://dx.doi.org/10.1039/c7ra04245k.

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Saini, Anu, Cecilia R. Smith, Francis S. Wekesa, Amanda K. Helms, and Michael Findlater. "Conversion of aldimines to secondary amines using iron-catalysed hydrosilylation." Organic & Biomolecular Chemistry 16, no. 48 (2018): 9368–72. http://dx.doi.org/10.1039/c8ob01262h.

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Yun, J., B. M. Park, and S. Mun. "Zinc-Catalyzed Enantioselective Hydrosilylation of Imines." Synfacts 2006, no. 9 (September 2006): 0928. http://dx.doi.org/10.1055/s-2006-949239.

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Park, Bu-Mahn, Soungyun Mun, and Jaesook Yun. "Zinc-Catalyzed Enantioselective Hydrosilylation of Imines." Advanced Synthesis & Catalysis 348, no. 9 (June 2006): 1029–32. http://dx.doi.org/10.1002/adsc.200606149.

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Li, Bin, Jean-Baptiste Sortais, and Christophe Darcel. "Amine synthesis via transition metal homogeneous catalysed hydrosilylation." RSC Advances 6, no. 62 (2016): 57603–25. http://dx.doi.org/10.1039/c6ra10494k.

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This review summarizes the preparation of amines involving homogeneous transition metal catalysed hydrosilylation including reductions of imines, amides, nitro and nitriles, reductive aminations and N-methylation of amines with CO₂.

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9

Zhou, Miao-Miao, Guanghui Chen, and Li Dang. "Enantioselective hydrosilylation of unsaturated carbon–heteroatom bonds (CN, CO) catalyzed by [Ru–S] complexes: a theoretical study." RSC Advances 10, no. 16 (2020): 9431–37. http://dx.doi.org/10.1039/c9ra10760f.

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A detailed theoretical study on the mechanism of enanthioselective hydrosilylation of imines and ketones catalyzed by the ruthenium(ii) thiolate catalyst with a chiral monodentate phosphine ligand is carried out in this work.

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10

Schneider, Jan, Eckhard Popowski, and Hans Fuhrmann. "Reaktionen von Lithiumhydridosilylamiden mit Carbonylverbindungen und Gemischen von Carbonylverbindungen und Chlortrimethylsilan / Reactions of Lithium Hydridosilylamides with Carbonyl Compounds and Mixtures of Carbonyl Compounds and Chlorotrimethylsilane." Zeitschrift für Naturforschung B 53, no. 7 (July 1, 1998): 663–72. http://dx.doi.org/10.1515/znb-1998-0703.

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Abstract The lithium hydridosilylamides Me2(H)SiN(Li)R (1: R = CMe3, 2: R = SiMe3) were allowed to react either with the non-enolizable carbonyl compounds CH2=C(Me)CHO, PhCHO and Ph2CO followed by trapping with chlorotrimethylsilane (A), or with mixtures of these carbonyl compounds and chlorotrimethylsilane (B). In the second case the course of the reactions is determined by the carbonyl compound. The composition of the reaction mixtures is nearly the same according to A and B.Main products in the reactions with the aldehydes are the corresponding imines R′CH=NR (R′ =CH2=C(Me), Ph) 3 , 4 , 8 ,9 formed by addition of the hydridosilylamides to the C = O group of the aldehydes and subsequent LiOSiMe2H elimination. Partial hydrosilylation of the aldehydes by the hydridosilanolate followed by the trimethylsilylation yields the alkoxydisiloxanes R'CH2OSiMe2OSiMe3 6 , 11. In some cases 2 partially reacts under hydrosilylation to give the alkoxydisilazanes R'CH2OSiMe2NHSiMe3 7,12.The hydrosilylation is the preferred reaction of 1 and 2 with benzophenone. The compounds Ph2CHOSiMe2NHR 13, 14 are obtained. This difference in the reaction behaviour of 1 and 2 towards the aldehydes and benzophenone is mainly due to steric reasons. Depending on the conditions the imines Ph2C=NR 20, 21 may be formed. Ph2CHOSiMe2OSiMe3 (22) is a secondary product of imine formation.In all reactions of 1 and 2 with the carbonyl compounds the corresponding alkoxysilanes R'CH2OSiMe3 (5: R' = CH2=C(Me), 6 : R' = Ph) and Ph2CHOSiMe3 (15) are generated.Compounds resulting from a reaction of 1 and 2 with chlorotrimethylsilane are produced to minor extent, but only if the molar ratio of amide to carbonyl compounds is not greater than one. The formation of a silanimine intermediate in reaction according to B is not observed.

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More sources

Dissertations / Theses on the topic "Hydrosilylation of imines"

1

Kokel, Nicolas. "Réductions asymétriques de doubles liaisons catalysées par des complexes du rhodium coordinés par les ligands chiraux aminophosphinephosphinites." Lille 1, 1988. http://www.theses.fr/1988LIL10068.

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Bheeter, Linus Paulin. "catalyseurs à base de ligands carbène N-hétérocycliques dérivés de fer et de nickel pour les réactions catalytiques d'hydrosilylation et d'hydroboration." Thesis, Rennes 1, 2014. http://www.theses.fr/2014REN1S182.

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Ces travaux de thèse portent sur le développement de catalyseurs à base de ligands carbène N-hétérocycliques dérivés de fer et de nickel, deux métaux de transition abondants, pour les réactions de hydrosilylation et de borylation. Le premier chapitre porte sur les travaux réalisés à l’aide de complexes de fer du type [Cp(NHC)Fe(CO)₂][X] (X = I, PF₆) possédant des ligands de type benzimidazole ou imidazole et leur évaluation en hydrosilylation de dérivés carbonylés. Le deuxième chapitre traite de l’utilisation de complexes demi-sandwichs de nickel du type CpNi(NHC) en hydrosilylation d’aldéhydes, de cétones, d’aldimines et de cétimines. Enfin le troisième chapitre est consacré à la réaction de borylation catalysée par des complexes de nickel demi-sandwich CpNi(triazole)X et des complexes de nickel possédant deux ligands chélatants anioniques de type carbene N-hétérocyclique fonctionnalisé par un bras amido
The research work described in this manuscript has for main objective the development of new homogeneous catalytic systems based on N-heterocyclic carbene (NHC) iron and nickel complexes for hydrosilyation and borylation reactions. The first chapter describes the use of [Cp(NHC)Fe(CO)₂][X] (X = I, PF₆) complexes bearing benzimidazole or imidazole NHC type ligands for hydrosilylation of benzaldehyde and acetophenone. In a second chapter, we have shown that half-sandwich NHC-nickel complexes in the presence of a catalytic amount of NaHBEt3 can be efficient catalysts for the reduction of aldehydes, ketones, aldimines and ketimines in the presence of diphenylsilane. In the last chapter, two new series of non-classical NHC-nickel triazole complexes had been developed: (i) one series with half sandwich NHC-nickel triazole complexes and (ii) another one based on chelating anionic amido-functionalized N-heterocyclic carbene nickel complexes. The two series of complexes were then evaluated in catalytic borylation cross coupling reaction

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3

Sharma, Rakesh Kumar. "Chiral Bisphosphinites For Asymmetric Catalysis." Thesis, 2008. https://etd.iisc.ac.in/handle/2005/778.

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Chiral bisphosphinites are well-documented alternatives for chiral bisphosphines as ligands that can be exploited in various asymmpetric syntheses. Particularly, vicinal biarylphophinite ligands give a seven membered chelate ring similar to the successful DIOP on coordination to the metal. RajanBabu and coworkers have described asymmetric bisphosphinites obtained by functionalization of sugars and have shown their utility in enantioselective hydrogenation, hydrovinylation and hydrocynation reactions. Despite the interesting reactions demonstrated by bisphosphinites, not much attention has been paid to their synthesis and catalysis. This is probably due to the known moisture and oxygen sensitivity that makes their use limited. In the present thesis, a series of C1 an C2 symmetric bisphosphinite complexes of Pd(II) and Pt(II) have been synthesized directly from various naturally occurring chiral alcohols using a modified template method. A number of asymmetric catalytic reactions have been developed such as allylation of imines, allylation of aldehydes, allylic allylation, allylic alkylation, hydrosilylation of alkenes and regioselective allylation of oxiranes. Allylation of imines was carried out in essentially neutral conditions using Pd(II) catalysts and water was shown to accelerate the reaction. Interestingly acetic acid was required as a promoter in asymmetric allylation of cinnamaldehyde in the Pt(II) catalyzed reaction whereas water was a deterrent. Hydrosilylation reaction was carried out in solvent free conditions with high turnover numbers (.1000). Ascorbic acid based complexes produced the highest enantioselectivity for the asymmetric allylic alkylation reaction (97 % ee) and hydrosilylation of styrene (98% ee). These enantioselectivity results are the best obtained using ligands directly prepared from natural products.

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4

Sharma, Rakesh Kumar. "Chiral Bisphosphinites For Asymmetric Catalysis." Thesis, 2008. http://hdl.handle.net/2005/778.

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Chiral bisphosphinites are well-documented alternatives for chiral bisphosphines as ligands that can be exploited in various asymmpetric syntheses. Particularly, vicinal biarylphophinite ligands give a seven membered chelate ring similar to the successful DIOP on coordination to the metal. RajanBabu and coworkers have described asymmetric bisphosphinites obtained by functionalization of sugars and have shown their utility in enantioselective hydrogenation, hydrovinylation and hydrocynation reactions. Despite the interesting reactions demonstrated by bisphosphinites, not much attention has been paid to their synthesis and catalysis. This is probably due to the known moisture and oxygen sensitivity that makes their use limited. In the present thesis, a series of C1 an C2 symmetric bisphosphinite complexes of Pd(II) and Pt(II) have been synthesized directly from various naturally occurring chiral alcohols using a modified template method. A number of asymmetric catalytic reactions have been developed such as allylation of imines, allylation of aldehydes, allylic allylation, allylic alkylation, hydrosilylation of alkenes and regioselective allylation of oxiranes. Allylation of imines was carried out in essentially neutral conditions using Pd(II) catalysts and water was shown to accelerate the reaction. Interestingly acetic acid was required as a promoter in asymmetric allylation of cinnamaldehyde in the Pt(II) catalyzed reaction whereas water was a deterrent. Hydrosilylation reaction was carried out in solvent free conditions with high turnover numbers (.1000). Ascorbic acid based complexes produced the highest enantioselectivity for the asymmetric allylic alkylation reaction (97 % ee) and hydrosilylation of styrene (98% ee). These enantioselectivity results are the best obtained using ligands directly prepared from natural products.

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5

Reshi, Noor U. Din. "Mechanistic Studies of Transfer Hydrogenation Catalyzed by Ru(ll)-Half-Sandwich and Group 6 NHC complexes." Thesis, 2018. https://etd.iisc.ac.in/handle/2005/5419.

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The thesis explores the mechanistic aspects of transfer hydrogenation of ketones and hydrosilylation of imines; two commonly used organic transformations catalyzed by ruthenium half-sandwich complexes of 2-oxazolidinethiones, 2-thiozolidinethiones, and orthometallated ligands. Hydrosilylation of imines catalyzed by group 6-NHC complexes is also presented. A series of NHC complexes of chromium, molybdenum, and tungsten are synthesized by the carbene transfer reaction from the corresponding Ag-NHC complexes and the metal hexacarbonyl complexes. These NHC complexes are examined for their catalytic activity in the hydrosilylation of N-benzylideneaniline. The reactions carried out in refluxing ethanol under nitrogen for 24 h give the products in reasonable yields. The effect of additives like peroxides and Me3NO, and U.V irradiation to promote the reaction is also studied. Four of the representative complexes are examined for hydrosilylation of various aldimines with different electronic and steric properties. These studies show that the homoleptic carbonyls of Cr, Mo, and W which show very low catalytic activity in the hydrosilylation reactions can be made to catalyze the hydrosilylation by substitution of a CO with an NHC ligand. The catalytic activity improves when two carbonyls are substituted with a biscarbene ligand as compared with monocarbene complexes. This trend points to the importance of the increased electron density on the metal center for catalytic activity. In summary, the thesis presents mechanistic aspects of transfer hydrogenation and hydrosilylation using a variety of metal complexes and hydrogen donors

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Book chapters on the topic "Hydrosilylation of imines"

1

Tamao, K., and A. Kawachi. "Hydrosilylation of Imines." In Compounds of Groups 15 (As, Sb, Bi) and Silicon Compounds, 1. Georg Thieme Verlag KG, 2002. http://dx.doi.org/10.1055/sos-sd-004-00510.

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2

Xu, L., X. Wu, and J. Xiao. "Asymmetric Hydrosilylation of Imines with Organocatalysts." In Stereoselective Reactions of Carbonyl and Imino Groups, 1. Georg Thieme Verlag KG, 2011. http://dx.doi.org/10.1055/sos-sd-202-00113.

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3

Xu, L., X. Wu, and J. Xiao. "Asymmetric Hydrosilylation of Imines with Metal Catalysts." In Stereoselective Reactions of Carbonyl and Imino Groups, 1. Georg Thieme Verlag KG, 2011. http://dx.doi.org/10.1055/sos-sd-202-00112.

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Zaidlewicz, M., and M. M. Pakulski. "Organocatalytic Hydrosilylation." In Stereoselective Reactions of Carbonyl and Imino Groups, 1. Georg Thieme Verlag KG, 2011. http://dx.doi.org/10.1055/sos-sd-202-00031.

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Xu, L., X. Wu, and J. Xiao. "Via Hydrosilylation." In Stereoselective Reactions of Carbonyl and Imino Groups, 1. Georg Thieme Verlag KG, 2011. http://dx.doi.org/10.1055/sos-sd-202-00126.

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6

Zaidlewicz, M., and M. M. Pakulski. "Hydrosilylation of Ketones." In Stereoselective Reactions of Carbonyl and Imino Groups, 1. Georg Thieme Verlag KG, 2011. http://dx.doi.org/10.1055/sos-sd-202-00027.

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7

Zaidlewicz, M., and M. M. Pakulski. "Titanium Hydride Catalyzed Hydrosilylation." In Stereoselective Reactions of Carbonyl and Imino Groups, 1. Georg Thieme Verlag KG, 2011. http://dx.doi.org/10.1055/sos-sd-202-00029.

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Zaidlewicz, M., and M. M. Pakulski. "Copper Hydride Catalyzed Hydrosilylation." In Stereoselective Reactions of Carbonyl and Imino Groups, 1. Georg Thieme Verlag KG, 2011. http://dx.doi.org/10.1055/sos-sd-202-00030.

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Zaidlewicz, M., and M. M. Pakulski. "Hydrosilylation Catalyzed by Rhodium Complexes." In Stereoselective Reactions of Carbonyl and Imino Groups, 1. Georg Thieme Verlag KG, 2011. http://dx.doi.org/10.1055/sos-sd-202-00028.

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10

Xu, L., X. Wu, and J. Xiao. "Hydrosilylation of C=N Bonds." In Stereoselective Reactions of Carbonyl and Imino Groups, 1. Georg Thieme Verlag KG, 2011. http://dx.doi.org/10.1055/sos-sd-202-00111.

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