Bibliographies thématiques / Chiral pincer ligands

Littérature scientifique sur le sujet « Chiral pincer ligands »

Auteur : Grafiati
Publié le 11 mars 2023

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Articles de revues sur le sujet "Chiral pincer ligands"

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Decken, Andreas, Robert A. Gossage et Paras N. Yadav. « Oxazoline chemistry. Part VIII. Synthesis and characterization of a new class of pincer ligands derived from the 2-(o-anilinyl)-2-oxazoline skeleton — Applications to the synthesis of group X transition metal catalysts ». Canadian Journal of Chemistry 83, no 8 (1 août 2005) : 1185–89. http://dx.doi.org/10.1139/v05-163.

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The synthesis and characterization of a new and readily synthesized class of potentially anionic pincer ligands with C1 point group symmetries is described. These materials can be made via amide coupling of a 2-(2′-anilinyl)-2-oxazoline unit with picolinic acid; the incorporation of enantiopure oxazoline fragments facilitates the construction of chiral C1 pincers. Treatment of the free ligands with Pd metal sources leads to the formation of amido–Pd pincer complexes in good yield. One of these Pd complexes has been characterized by single crystal X-ray diffraction methods, which confirms the proposed tridentate binding mode of the ligand and the formation of an amido N—Pd bond. The metal complexes have been shown to be suitable precusors for catalytically active Pd species that are useful for C—C bond forming reactions, notably the Heck reaction under standard conditions. Key words: oxazoline, 4,5-dihydro-2-oxazole, palladium, pincer ligand, amido, Heck reaction.
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Holzhacker, Christian, Berthold Stöger, Maria Deus Carvalho, Liliana P. Ferreira, Ernst Pittenauer, Günter Allmaier, Luis F. Veiros et al. « Synthesis and reactivity of TADDOL-based chiral Fe(ii) PNP pincer complexes-solution equilibria between κ2P,N- and κ3P,N,P-bound PNP pincer ligands ». Dalton Transactions 44, no 29 (2015) : 13071–86. http://dx.doi.org/10.1039/c5dt00832h.

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Zivkovic, Kristina, Lilia M. Baldauf, Jessica L. Cryder, Alexa Villaseñor, Valeria Reyes, Lauren E. Bernier, Theresa J. Thomas et al. « Chiral tridentate bis(oxazol-2-ylimino) isoindoline-based pincer ligands : isolation and characterization via deligation from in situ prepared Cd-ligand complexes ». Dalton Transactions 50, no 29 (2021) : 10041–49. http://dx.doi.org/10.1039/d0dt02531c.

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Felluga, Fulvia, Walter Baratta, Lidia Fanfoni, Giuliana Pitacco, Pierluigi Rigo et Fabio Benedetti. « Efficient Chemoenzymatic Synthesis of Chiral Pincer Ligands ». Journal of Organic Chemistry 74, no 9 (mai 2009) : 3547–50. http://dx.doi.org/10.1021/jo900271x.

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Cohen, Orit, Olga Grossman, Luigi Vaccaro et Dmitri Gelman. « Synthesis of chiral nonracemic PC(sp3)P pincer ligands ». Journal of Organometallic Chemistry 750 (janvier 2014) : 13–16. http://dx.doi.org/10.1016/j.jorganchem.2013.10.051.

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Deng, Qing-Hai, Rebecca L. Melen et Lutz H. Gade. « Anionic Chiral Tridentate N-Donor Pincer Ligands in Asymmetric Catalysis ». Accounts of Chemical Research 47, no 10 (28 août 2014) : 3162–73. http://dx.doi.org/10.1021/ar5002457.

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Zhao, Ning, Guohua Hou, Xuebin Deng, Guofu Zi et Marc D. Walter. « Group 4 metal complexes with new chiral pincer NHC-ligands : synthesis, structure and catalytic activity ». Dalton Trans. 43, no 22 (2014) : 8261–72. http://dx.doi.org/10.1039/c4dt00510d.

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Albrecht, Martin, Betty M. Kocks, Anthony L. Spek et Gerard van Koten. « Chiral platinum and palladium complexes containing functionalized C2-symmetric bisaminoaryl ‘Pincer’ ligands ». Journal of Organometallic Chemistry 624, no 1-2 (avril 2001) : 271–86. http://dx.doi.org/10.1016/s0022-328x(01)00667-2.

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Deng, Qing-Hai, Rebecca L. Melen et Lutz H. Gade. « ChemInform Abstract : Anionic Chiral Tridentate N-Donor Pincer Ligands in Asymmetric Catalysis ». ChemInform 45, no 52 (11 décembre 2014) : no. http://dx.doi.org/10.1002/chin.201452242.

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Konrad, Felix, Julio Lloret Fillol, Hubert Wadepohl et Lutz H. Gade. « Bis(oxazolinylmethyl)pyrrole Derivatives and Their Coordination as Chiral “Pincer” Ligands to Rhodium ». Inorganic Chemistry 48, no 17 (7 septembre 2009) : 8523–35. http://dx.doi.org/10.1021/ic901189k.

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Thèses sur le sujet "Chiral pincer ligands"

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Rendell, Jacob Thomas. « Synthesis and Study of Chiral Dendrimers and Pincer Ligands ». Thesis, Imperial College London, 2007. http://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.498982.

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Ma, Liqing. « Synthesis and Characterization of Ligands and Transition Metal Complexes Containing M-Terphenyl Scaffolds ». Case Western Reserve University School of Graduate Studies / OhioLINK, 2007. http://rave.ohiolink.edu/etdc/view?acc_num=case1162925165.

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Fanfoni, Lidia. « Development of chiral nitrogen ligands for application in homogeneous catalysis ». Doctoral thesis, Università degli studi di Trieste, 2010. http://hdl.handle.net/10077/3521.

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2008/2009
Aim of this thesis is the synthesis of enantiomerically pure ligands for their application in asymmetric catalysis. In particular, the work is focused on the synthesis of three different classes of ligands. Chapters 2 and 3 deal with the synthesis of CNN-pincer and N-Nˈ(bipyridine) ligands respectively, obtained in both enantiomeric forms by stereocomplementary chemoenzymatic methods, while Chapter 4 presents the synthesis of P-N type ligands obtained from L-proline. The activity of the complexes that containing the optically pure synthesized ligands was also investigated.
XXII Ciclo
1980
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Lehnert, Tobias Benjamin Felix [Verfasser]. « Chirale Pincer-Liganden auf Kohlenhydratbasis / Tobias Benjamin Felix Lehnert ». Hannover : Technische Informationsbibliothek und Universitätsbibliothek Hannover (TIB), 2012. http://d-nb.info/1022826794/34.

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Aydin, Juhanes. « Novel Pincer Complex-Catalyzed Transformations : Including Asymmetric Catalysis ». Doctoral thesis, Stockholms universitet, Institutionen för organisk kemi, 2009. http://urn.kb.se/resolve?urn=urn:nbn:se:su:diva-8524.

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This thesis is focused on the development of new pincer complex-catalyzed transformations. Optimization of the catalytic properties (fine-tuning) was directed to increase the catalytic activity as well as the chemo-, stereo- and enantioselectivity of the complexes. This was achieved by varying the heteroatoms in the terdentate pincer ligand, by changing the electronic properties of the coordinated aryl moiety and by implementing chiral functionalities in the pincer complexes. In the cross-coupling reaction of vinyl epoxides and aziridines with organoboronic acids the chemoselectivity of the reaction could be increased by employment of pincer complexes instead of commonly used Pd(0) catalysts. Furthermore, the introduction of a methoxy substituent in the aromatic subunit of the complex considerably increased the activity of the pincer complex catalyst. Fine-tuning of the enantioselectivity in electrophilic allylation reactions was achieved by using a wide variety of new BINOL- and biphenanthrol-based pincer complexes. The highest enantioselectivity (85% ee) was obtained by applying biphenanthrol-based pincer complexes. Stereoselective pincer complex-catalyzed condensation of sulfonylimines with isocyanoacetate could be achieved under mild reaction conditions. By application of chiral PCP catalysts, 2-imidazolines could be obtained with up to 86% ee. A new pincer complex-catalyzed C-H bond functionalization based reaction between organonitriles and sulfonylimines affords homoallylic amines and beta-aminonitriles in high yields. The asymmetric version of this process affords beta-aminonitriles with up to 71% ee. In the last chapter, a pincer complex-catalyzed redox coupling reaction is described. In this highly regio- and stereoselective process the integrity of the pincer catalysts is fully retained. This catalytic reaction proceeds with a high level of functional group tolerance, as allylic acetate and aryl halide functionalities are retained.
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Bugarin, Cervantes Alejandro. « Metal-Catalyzed Carbon-Carbon Bond Forming Reactions for the Synthesis of Significant Chiral Building Blocks ». Thesis, 2011. http://hdl.handle.net/1969.1/ETD-TAMU-2011-05-9390.

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Morita Baylis-Hillman (MBH) reaction a carbon-carbon bond forming reaction between an α,β-unsaturated carbonyl and aldehydes or activated ketones in the presence of a nucleophilic catalyst. The MBH reaction is an atom-economical method of rapid increase of molecular complexity. The development of this process has received considerable attention in recent years. This dissertation presents the development of a new catalytic system for the symmetric and asymmetric MBH reaction. The new system for the racemic version of this reaction was accomplished employing a 1:1:1 ratio of catalytic amounts (10 mol%) of MgI2, TMEDA and DMAP and proved to be highly effective. For the asymmetric version was developed a highly enantio-selective system based on Fu’s planar chiral DMAP derivative (II) with ee´s up to 98%. Abnormal MBH adducts are obtained employing either ethyl 2,3-butadienoate or ethyl propiolate in good yields, in the presence if MgI2 and either a tertiary amine or phosphine as the nucleophile. The α,β-unsaturated carbonyls where prepared by a modified direct α- methylenation using paraformaldehyde, diisopropylammonium trifluoroacetate, and catalytic acid or base with excellent yields for several carbonyls compounds. The Negishi cross-coupling reaction is the Pd or Ni-catalyzed stereoselective cross-coupling or organozincs and aryl-, alkenyl-, or alkynyl halides. Enantioselective Negishi cross-coupling of aryl zincs and α-bromo ketones was accomplished employing a NCN Pincer complex as the catalyst with ee´s up 99%. The required pincer complexes have been prepared by the oxidative addition of pincer ligands with palladium or nickel. Additionally, It has been developed a direct and highly active, (NCN)-Pd catalytic system for the α-arylation of ketones with a variety of aryl bromides using the air and moisture stable [t-BuPheBox-Me2]PdBr (XVI) as the catalyst. The adducts are obtained in excellent yields (92% average for 20 examples) in only 1 hour using 1 mol% of catalyst loading. Perhaps more importantly, the work described here shows that XVI is highly reactive, highly selective, even on substrates bearing challenging functional groups such alkenes.
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Jardine, Katherine Jane. « Investigations in Transition Metal Catalysis : Development of a Palladium Catalyzed Carboesterification of Olefins and Synthesis of Chiral Sulfoxide Pincer Ligands ». Thesis, 2010. http://hdl.handle.net/1807/24253.

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The development of a palladium-catalyzed intramolecular carboesterification of unactivated olefins is described. Olefin difunctionalization is a powerful tool for adding complexity to a molecule, and this formal [3+2] cycloaddition generates highly functionalized fused ring systems. Initially discovered by Dr. Yang Li in our group, it was found that when propiolic acids with a pendant terminal olefin were treated with 1 mol % Pd(MeCN)2Cl2, 3 equivalents of copper (II) chloride, and 3 equivalents of lithium chloride in acetonitrile at 50 °C, cyclization occurred in up to 90% yield. The optimization of this reaction and the extension to propiolamides and propargyl alcohols is described in this thesis. A mechanism involving a novel palladium-carboxylate species is proposed. Preliminary investigations into the synthesis of chiral sulfoxide pincer ligands are also described. The nucleophilic aromatic substitution of 1,3-dibromobenzene and 2,6-dichloropyridine with various thiols, followed by oxidation of the sulfides to sulfoxides is investigated as a route to the desired proligands.
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