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Gotowe bibliografie tematyczne / C-H Arylation Reactions

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Gotowa bibliografia na temat „C-H Arylation Reactions”

Autor: Grafiati

Data publikacji: 6 września 2023

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Artykuły w czasopismach na temat "C-H Arylation Reactions"

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Dodonova, Jelena, i Sigitas Tumkevicius. "Fused Pyrrolo[2,3-d]pyrimidines (7-Deazapurines) by Palladium-Catalyzed Direct N–H and C–H Arylation Reactions". Synthesis 49, nr 11 (2.03.2017): 2523–34. http://dx.doi.org/10.1055/s-0036-1588734.

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Palladium-catalyzed intramolecular direct C–H arylations for the synthesis of hitherto unknown fused hetero systems containing an incorporated pyrrolo[2,3-d]pyrimidine scaffold are described. Pyrimido[5′,4′:4,5]pyrrolo[2,1-a]isoindoles were synthesized from 2,4-diarylpyrrolo[2,3-d]pyrimidines and o-bromobenzyl bromides by using a cascade N-benzylation/C–H arylation reaction sequence. A series of pyrimido[5′,4′:4,5]pyrrolo[1,2-f]phenanthridines were successfully assembled via a domino process involving the palladium-catalyzed direct double C–H arylation reactions of 2,4,7-triarylpyrrolo[2,3-d]pyrimidines with o-bromoiodobenzenes.

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Rossi, Renzo, i Maurizio Ciofalo. "Palladium-Catalysed Intermolecular Direct C–H Bond Arylation of Heteroarenes with Reagents Alternative to Aryl Halides: Current State of the Art". Current Organic Chemistry 26, nr 3 (luty 2022): 215–74. http://dx.doi.org/10.2174/1385272826666220201124008.

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Abstract: This unprecedented review with 322 references provides a critical up-to-date picture of the Pd-catalysed intermolecular direct C–H bond arylation of heteroarenes with arylating reagents alternative to aryl halides that include aryl sulfonates (aryl triflates, tosylates, mesylates, and imidazole-1-sulfonates), diaryliodonium salts, [(diacetoxy)iodo]arenes, arenediazonium salts, 1-aryltriazenes, arylhydrazines and N’-arylhydrazides, arenesulfonyl chlorides, sodium arenesulfinates, arenesulfinic acids, and arenesulfonohydrazides. Particular attention has been paid to summarise the preparation of the various arylating reagents and to highlight the practicality, versatility, and limitations of the various developed arylation protocols, also comparing their results with those achieved in analogous Pd-catalysed arylation reactions involving the use of aryl halides as electrophiles. Mechanistic proposals have also been briefly summarised and discussed. However, data concerning Pd-catalysed direct C–H bond arylations involving the C–H bonds of aryl substituents of the examined heteroarene derivatives have not been taken into account.

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Jeyachandran, Rajkumar, Harish Kumar Potukuchi i Lutz Ackermann. "Copper-catalyzed CuAAC/intramolecular C–H arylation sequence: Synthesis of annulated 1,2,3-triazoles". Beilstein Journal of Organic Chemistry 8 (16.10.2012): 1771–77. http://dx.doi.org/10.3762/bjoc.8.202.

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Step-economical syntheses of annulated 1,2,3-triazoles were accomplished through copper-catalyzed intramolecular direct arylations in sustainable one-pot reactions. Thus, catalyzed cascade reactions involving [3 + 2]-azide–alkyne cycloadditions (CuAAC) and C–H bond functionalizations provided direct access to fully substituted 1,2,3-triazoles with excellent chemo- and regioselectivities. Likewise, the optimized catalytic system proved applicable to the direct preparation of 1,2-diarylated azoles through a one-pot C–H/N–H arylation reaction.

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Singh, Keisham. "Recent Advances in C–H Bond Functionalization with Ruthenium-Based Catalysts". Catalysts 9, nr 2 (12.02.2019): 173. http://dx.doi.org/10.3390/catal9020173.

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The past decades have witnessed rapid development in organic synthesis via catalysis, particularly the reactions through C–H bond functionalization. Transition metals such as Pd, Rh and Ru constitute a crucial catalyst in these C–H bond functionalization reactions. This process is highly attractive not only because it saves reaction time and reduces waste,but also, more importantly, it allows the reaction to be performed in a highly region specific manner. Indeed, several organic compounds could be readily accessed via C–H bond functionalization with transition metals. In the recent past, tremendous progress has been made on C–H bond functionalization via ruthenium catalysis, including less expensive but more stable ruthenium(II) catalysts. The ruthenium-catalysed C–H bond functionalization, viz. arylation, alkenylation, annulation, oxygenation, and halogenation involving C–C, C–O, C–N, and C–X bond forming reactions, has been described and presented in numerous reviews. This review discusses the recent development of C–H bond functionalization with various ruthenium-based catalysts. The first section of the review presents arylation reactions covering arylation directed by N–Heteroaryl groups, oxidative arylation, dehydrative arylation and arylation involving decarboxylative and sp3-C–H bond functionalization. Subsequently, the ruthenium-catalysed alkenylation, alkylation, allylation including oxidative alkenylation and meta-selective C–H bond alkylation has been presented. Finally, the oxidative annulation of various arenes with alkynes involving C–H/O–H or C–H/N–H bond cleavage reactions has been discussed.

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Dhankhar, Jyoti, i Ilija Čorić. "Direct C–H Arylation". CHIMIA 76, nr 9 (21.09.2022): 777. http://dx.doi.org/10.2533/chimia.2022.777.

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Bonds between hydrogen and carbon atoms are the most frequent type of bonds in organic molecules. The ability to replace hydrogen atoms by making other types of bonds to carbon atoms can enable simpler access to complex organic molecules by substituting multistep synthetic sequences. The use of transition metal catalysts to activate C–H bonds is particularly attractive as it offers control over the reactivity and selectivity through catalyst design. However, such functionalization includes the difficult breaking of strong C–H bonds that are not activated by the presence of other groups. Additionally, the common presence of a number of C–H bonds in a molecule raises the issue of site-selectivity because differentiation of C–H bonds that are in sterically and electronically similar environments is a challenge. We discuss selected recent developments that are a part of the long-term research interest in mild and selective C–H activation reactions with a focus on the replacement of C–H bonds with C–aryl groups and an emphasis on the work of our group.

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Terai, Seiya, Yuki Sato, Takuya Kochi i Fumitoshi Kakiuchi. "Efficient synthesis of 3,6,13,16-tetrasubstituted-tetrabenzo[a,d,j,m]coronenes by selective C–H/C–O arylations of anthraquinone derivatives". Beilstein Journal of Organic Chemistry 16 (31.03.2020): 544–50. http://dx.doi.org/10.3762/bjoc.16.51.

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An efficient synthesis of tetrabenzo[a,d,j,m]coronene derivatives having alkyl and alkoxy substituents at the 3, 6, 13, and 16-positions was achieved based on the ruthenium-catalyzed coupling reactions of anthraquinone derivatives with arylboronates via C–H and C–O bond cleavage. The reaction sequence involving the arylation, carbonyl methylenation, and oxidative cyclization effectively provided various tetrabenzo[a,d,j,m]coronenes in short steps from readily available starting materials. Tetrabenzo[a,d,j,m]coronenes possessing two different types of substituents were obtained selectively by sequential chemoselective C–O arylation and C–H arylation. The 1H NMR spectra of the tetrabenzo[a,d,j,m]coronene product indicated its self-assembling behavior in CDCl3.

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Besson, Thierry, i Corinne Fruit. "Recent Advances in Transition-Metal-Free Late-Stage C-H and N-H Arylation of Heteroarenes Using Diaryliodonium Salts". Pharmaceuticals 14, nr 7 (11.07.2021): 661. http://dx.doi.org/10.3390/ph14070661.

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Transition-metal-free direct arylation of C-H or N-H bonds is one of the key emerging methodologies that is currently attracting tremendous attention. Diaryliodonium salts serve as a stepping stone on the way to alternative environmentally friendly and straightforward pathways for the construction of C-C and C-heteroatom bonds. In this review, we emphasize the recent synthetic advances of late-stage C(sp2)-N and C(sp2)-C(sp2) bond-forming reactions under metal-free conditions using diaryliodonium salts as arylating reagent and its applications to the synthesis of new arylated bioactive heterocyclic compounds.

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Zhang, Ling, Xiaoyan Lin, Dayun Huang, Xue Liu i Xiangmei Wu. "Recent Advances in Triarylmethane Synthesis". Synthesis 52, nr 16 (14.05.2020): 2311–29. http://dx.doi.org/10.1055/s-0040-1707115.

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Triarylmethanes are important molecules in organic chemistry. This review discusses advances in their synthesis summarized in five categories according to the starting materials: (1) benzyl reagents with different leaving groups, such as benzyl alcohols, ethers, esters, phosphates, sulfones, thioethers, sulfonamide, 1,3-dicarbonyls, and ammonium salts; (2) reactions via para- or ortho-quinone methides; (3) arylation of benzyl halides; (4) C–H activation of methylenes; and (5) reactions of aldehydes or N-tosylhydrazones. Triarylmethane derivatives such as 9-arylxanthenones, 9-arylfluorenes, and aryloxepines are also discussed.1 Introduction2 Benzyl Reagents with Leaving Groups3 Quinone Methide Mediated Reactions4 Arylation of Benzyl Halides5 C–H Activation of Methylene6 Reactions of Carbonyl Compounds7 Conclusions

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Keske, Eric C., Brandon D. Moore, Olena V. Zenkina, Ruiyao Wang, Gabriele Schatte i Cathleen M. Crudden. "Highly selective directed arylation reactions via back-to-back dehydrogenative C–H borylation/arylation reactions". Chem. Commun. 50, nr 69 (2014): 9883–86. http://dx.doi.org/10.1039/c4cc02499k.

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Ngo, Thang Ngoc, Peter Ehlers, Tuan Thanh Dang, Alexander Villinger i Peter Langer. "Synthesis of indolo[1,2-f]phenanthridines by Pd-catalyzed domino C–N coupling/hydroamination/C–H arylation reactions". Organic & Biomolecular Chemistry 13, nr 11 (2015): 3321–30. http://dx.doi.org/10.1039/c5ob00013k.

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Rozprawy doktorskie na temat "C-H Arylation Reactions"

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Ljungkvist, Oskar. "Mechanochemistry : C-H arylation and annulative π-extension reactions attempted inball mill". Thesis, Uppsala universitet, Institutionen för kemi - BMC, 2018. http://urn.kb.se/resolve?urn=urn:nbn:se:uu:diva-382088.

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Tanji, Yutaka. "Steric Effect of Carboxylate Ligands on Pd-Catalyzed C-H Bond Arylation Reactions". Kyoto University, 2020. http://hdl.handle.net/2433/253293.

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Pérez, Janer Ferran. "Palladium in azaheterocyclic synthesis: α-arylation of sulfones, domino processes and C-H carbene insertion reactions". Doctoral thesis, Universitat de Barcelona, 2018. http://hdl.handle.net/10803/586010.

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Among transition metals used in organic chemistry, palladium has greatly contributed to the development of modern organic synthesis. This thesis is focused on the development of novel and efficient methodologies for the synthesis of nitrogen heterocycles employing palladium catalysed reactions. In this work, DFT calculations complement the experimental work in order to gather mechanistic insights of the reported transformations. In the first part of the thesis an exhaustive study of the intramolecular palladium catalysed α-arylation of sulfones is described. This metal-mediated process was successfully combined with conjugated additions to generate domino processes of two, three and four steps that allowed the synthesis of functionalised indoles and tetrahydroisoquinolines. From a mechanistic point of view, DFT calculations suggest that a concertated metalation-deprotonation process followed by reductive elimination is involved in the indole ring formation. Next, the intramolecular palladium catalysed α-arylation reaction was explored using nucleophiles derived from sulfonates, sulfonamides and phosphonates. Although feasible, these nucleophiles are less efficient in the intramolecular cyclization leading to the tetrahydroisoquinoline ring. Domino processes based on α-arylation/Michael addition reactions starting from sulfonates and sulfonamides using diverse Michael acceptors were also reported. Attempts to pursue domino process starting from phosphonates were unsuccessful. In the second part of the thesis, a synthetic methodology for the synthesis of nitrogen heterocycles based on palladium catalysed decomposition of α- diazoacetamidas was studied. Decomposition of α-diazo-α-(methoxycarbonyl) acetanilides catalyzed by palladium leads to the chemoselective Csp2-H insertion and the synthesis of oxindole type products. Although Pd(0) and Pd(II) catalysts are able to promote this transformation, Pd(0) catalysts such as Pd2(dba)3 or [IMes)Pd(NQ)]2 yield the best results. DFT calculations suggest that the insertion reaction involves a novel stepwise mechanism that implies a palladium mediated 1,5-hidrogen migration followed by reductive elimination that yields two products: the insertion product and the Pd(0) catalyst. Finally, we studied the palladium catalysed decomposition of α-diazo-α- (methoxycarbonyl) acetamides to promote intramolecular Csp3-H insertion to form β-lactams. In these transformations, though both Pd (0) and Pd(II) catalysts can be used, Pd(II) complexes were found to be the most versatile and efficient.
De entre todos los metales de transición utilizados en síntesis orgánica, el paladio ha ocupado un lugar central durante décadas y ha sido uno de los metales que más ha contribuido al desarrollo de este campo. En la presente Tesis Doctoral se han desarrollado diversas metodologías para la síntesis de heterociclos nitrogenados basados en procesos dominó catalizados por paladio. Por otro lado, los estudios experimentales se han combinado con estudios computacionales DFT para desentrañar el mecanismo implicado en estas transformaciones. En la primera parte de la Tesis Doctoral se ha llevado a cabo un extenso estudio de la reacción de α-arilación intramolecular de sulfonas catalizado por paladio. La combinación de la reacción de α-arilación con la subsiguiente adición conjugada a diversos aceptores de Michael, ha permitido el desarrollo de procesos dominó en 2, 3 y 4 etapas para la síntesis de tetrahidroisoquinolinas e indoles diversamente funcionalizados. Los estudios computacionales DFT de este proceso para la formación de indoles sugieren que la reacción de α-arilación transcurre mediante un proceso de desprotonación-metalación concertado (CMD) seguido de una eliminación reductora. H SO2R' SO2R' Pd(0) I base SO2R' SO2R' PhO2S SO2R' n= 0,1 N n Aza-Michael N -arilación N n n adición N R conjugada n=1 SO2R' SO2R' adición conjugada n=0 R'O2S SO2R' N -eliminación N R R A continuación, la reacción de α-arilación intramolecular catalizada por paladio se ha extendido a la utilización de sulfonatos, sulfonamidas y fosfonatos. Aunque los tres tipos de nucleófilos pueden utilizarse en la reacción de α-arilación para la preparación de tetrahidroisoquinolinas, la reacción transcurre de manera menos eficiente en relación a las sulfonas estudiadas. Asimismo, la versatilidad de los procesos dominó desarrollados a partir de ésteres sulfónicos y sulfonamidas fue menor. Por otro lado, los fosfonatos han resultado ser completamente inactivos en los diferentes procesos domino estudiados. La reacción de α-arilación de sulfonatos, sulfonamidas y ésteres sulfónicos también se ha estudiado computacionalmente. Estos estudios han puesto de manifiesto que la reacción transcurre por mecanismos distintos en función del nucleófilo y de la base utilizada. En la segunda parte de la Tesis, se ha estudiado la viabilidad de los complejos de paladio en reacciones de inserción de carbenos en enlaces C-H generados a partir de α-diazoacetamidas. La descomposición de las α-diazo-α-(metoxicarbonil) acetanilidas catalizadas por complejos de paladio ha dado lugar a la formación de oxindoles como resultado de una inserción quimioselectiva en el enlace Csp2-H. Aunque tanto los catalizadores de Pd(0) como los de Pd(II) pueden promover esta reacción de inserción, los mejores resultados se han obtenido al utilizar complejos de Pd(0), en especial Pd2(dba)3 o [(IMes)Pd(NQ)]2. Los cálculos computacionales DFT de este proceso sugieren que la inserción tiene lugar mediante un mecanismo por etapas inédito que implica una migración 1,5 de hidrógeno promovida por el paladio seguido de un proceso de eliminación reductora. Finalmente, también se ha estudiado la descomposición de α-diazo-α- (metoxicarbonil) acetamidas catalizada por paladio para promover inserciones Csp3-H y la formación de β-lactamas. Aunque tanto los catalizadores de Pd(0) como de Pd(II) son capaces de promover esta reacción, los catalizadores de Pd(II) son más eficientes y versátiles.

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Naturale, Guillaume. "Approches radicalaires pour la fonctionnalisation directe de quinones à visée anticancereuse". Thesis, Bordeaux 1, 2012. http://www.theses.fr/2012BOR14635/document.

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Dans le cadre d’un programme de recherche dédié à la découverte de petites molécules à visée anticancéreuse, nous avons envisagé de concevoir des composés originaux dérivés de quinones. Notre premier objectif a été d’élaborer des mimes non-peptidiques de la protéine Smac, susceptibles de participer à relancer le phénomène d’apoptose, dont la structure est rigidifiée par des contraintes conformationnelles. Par ailleurs, les kinases et les phosphatases, jouant des rôles complémentaires de phosphorylation / déphosphorylation dans le cadre du contrôle du cycle cellulaire notamment, apparaissent aussi comme des cibles intéressantes. Une étude attentive de leurs inhibiteurs connus nous a permis de mettre en avant des analogies structurales qui nous ont conduit à vouloir synthétiser des motifs fonctionnalisés de dérivés de naphtoquinones.L’introduction directe de chaînes latérales aliphatiques sur nos substrats, par création de liaisons de type C(sp2)–C(sp3), a été rendue possible grâce au développement d’une méthodologie de décarboxylation radicalaire. Dans les conditions réactionnelles mises au point, le couple Ag(I)/S2O82- est utilisé comme initiateur radicalaire et autorise la génération de radicaux alkyles par décarboxylation d’acides aminés. L’introduction directe de cycles aromatiques fonctionnalisés, via la création de liaisons de type C(sp2)–C(sp2), a été réalisée par l’intermédiaire de la génération de radicaux aryles issus de sels de diazonium stables ou d’anilines. Les procédés décrits dans ce manuscrit nous ont permis d’apporter certains éclaircissements sur la réactivité des substrats et sur les mécanismes réactionnels impliqués
In our ongoing course dedicated to the discovery of small anticancer molecules, we designed novel quinone derivatives. Our first objective was to fashion non-peptidic Smac mimics, able to trigger apoptosis in tumor cells, displaying a structure rigidified by conformational restrictions. Otherwise, the kinases and the phosphatases, acting as phosphorylating / dephosphorylating agents mostly in the control of the cell cycle, were thought to be other relevant biological targets. An intent study of their known inhibitors allowed us to underline trends in their chemical structure and made us plan the synthesis of functionalized naphthoquinones.A dedicated approach involving radical decarboxylation of amino acids allowed the introduction of aliphatic side chains on our substrates though C(sp2)–C(sp3) bond formation. Ag(I)/S2O82- was used as alkyl radical initiator and the direct C-H alkylation of the quinonic positions could take place. C(sp2)–C(sp2) bonds were created through aryl radicals generation from stable diazonium salts or anilines which allowed the direct C-H arylation of quinones. The procedures described along this manuscript let us formulate several advances on the substrates reactivity and on the reaction mechanisms involved

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Skhiri, Aymen. "Réactivité des chlorures de benzènesulfonyle pour l'accès à des hétéroarènes et alcènes arylés via des réactions pallado-catalysées". Thesis, Rennes 1, 2017. http://www.theses.fr/2017REN1S080.

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Au cours de cette thèse, nous nous sommes intéressés à la synthèse d’hétérocycles arylés via l’activation de liaisons sp2 C-H d’hétéroaromatiques et à la synthèse d’alcènes arylés halo-substitués catalysée par le palladium. Les produits obtenus sont considérés comme des briques moléculaires, intéressantes pour les biochimistes, ainsi que pour la préparation de matériaux. Le système catalytique Pd(MeCN)2Cl2/Li2CO3/dioxane permet l’accès direct à une grande variété de molécules arylées à partir d’hétéroarènes ou d’alcènes et de chlorures de benzènesulfonyle. Nous avons mis au point une méthode permettant l’arylation directe en position β de sélénophènes à partir de sélénophènes et de chlorures de benzènesulfonyle. Nous avons également montré que l’utilisation de chlorures de benzènesulfonyle (poly)halogénés permet de synthétiser par des réactions pallado-catalysées des hétéroarènes arylés, des stilbènes ou des cinnamates (poly)halo-substitués
In this thesis we have been interested in the synthesis of arylated heterocycles via the activation of sp2 C-H bonds of heteroaromatics and to the synthesis of halo-substituted arylated alkenes using palladium-catalysis. The products obtained are considered to be molecular bricks which are of interest to biochemists as well as to the preparation of materials. The catalyst system Pd(MeCN)2Cl2/Li2CO3/dioxane allows the direct access to a wide variety of arylated molecules from heteroarenes or alkenes and benzenesulfonyl chlorides. We have developed a method for the direct β-arylation of selenophenes from selenophenes and benzenesulfonyl chlorides. We have also shown that the use of (poly)halogenated benzenesulfonyl chlorides makes it possible to synthesize, by Pd-catalyzed reactions, (poly)halo-substituted arylated heteroarenes, stilbenes or cinnamates

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Eichhorst, Christoph. "Untersuchungen zur Synthese fluoreszenzaktiver aromatischer Polyzyklen durch Palladium-katalysierte Domino-C‒H-Aktivierungen". Doctoral thesis, Niedersächsische Staats- und Universitätsbibliothek Göttingen, 2014. http://hdl.handle.net/11858/00-1735-0000-0023-993C-7.

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Sarnpitak, Pakornwit. "Scaffold-oriented Synthesis for Drug Discovery". Thesis, Griffith University, 2017. http://hdl.handle.net/10072/366103.

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The design and synthesis of three different scaffolds of nitrogen heterocycles have been achieved by using either methods described in the literature or newly developed synthetic methodologies/routes. The three synthesised libraries in this thesis were based on Pd-catalysed N-arylations, Castagnoli-Cushman multicomponent reaction, and Rh(II)-catalysed intramolecular C-H insertions. The compounds were successfully synthesised in moderate to excellent yields. Firstly, one of the synthesised diaryl imidazolines was found to be a selective COX-2 inhibitor due to its comparable activity to the approved drugs, celecoxib, and the binding mode was identical to the native ligand and other similar compounds. These observations are good starting points for the further development of selective COX-2 inhibitors based on imidazoline and related scaffolds. Secondly, the synthesis of novel scaffolds, pyrazino- and diazepino-fused isoquinolones, has been explored by using aryl glyoxals and diamines in the Castagnoli-Cushman multicomponent reaction, followed by post-MCR modifications. Unfortunately, all compounds in the library and their intermediates were inactive for antimicrobial activity. Moreover, the Rh(II)-catalysed intramolecular C-H insertion reactions of diazoesters to the C-H bond adjacent to the nitrogen atom yielded 2,3-disubstituted pyrrolidines. The selectivity of this reaction was influenced by the electron density of the C-H bonds undergoing insertion and steric hindrance around the reaction sites.
Thesis (PhD Doctorate)
Doctor of Philosophy (PhD)
School of Natural Sciences
Science, Environment, Engineering and Technology
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Peng, Yi-Kai, i 彭奕愷. "Facile Synthesis of Benzotrithiophene-Centered HTMs for Perovskite Solar Cells by Pd-Catalyzed C-H Activation/Arylation Reactions". Thesis, 2018. http://ndltd.ncl.edu.tw/handle/5panp9.

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碩士
國立中央大學
化學工程與材料工程學系
106
We develop new benzotrithiophene (BTT)-base hole-transporting materials, synthesized by 3-fold C-H/C-Br cross-couplings. We use benzotrithiophene as middle core and 3,4-ethylenedioxythiophene (EDOT) as π-linker. In the end group, we use triphenylamines as donors. The reaction conditions have been optimized by several entries and all HTMs have good yields. Perovskite solar cells based on the new HTM YKP03, which has EDOT as π-linker, achieve 14 % of power conversion efficiency with dopants and get over 13 % of PCE under dopant-free condition. Another HTM YPK05, which has t-butyl groups as function groups, shows great thermal stability and gets over 15 % of PCE in perovskite solar cells. These results indicate that the new HTMs have potential to be used in perovskite solar cells due to the less synthetic steps and avoiding to use hygroscopic dopants, making the elements become more economical and more stable comparing with the normally used HTM Spiro-OMeTAD.

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Lu, Kuan-Ming, i 盧冠銘. "Development of One-Pot Reactions for Dye-Sensitized and Perovskite Solar Cells via Sequential C-H Arylations". Thesis, 2017. http://ndltd.ncl.edu.tw/handle/16278482692009439183.

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碩士
國立中央大學
化學工程與材料工程學系
105
We use 3,4-ethylenedioxythiophene (EDOT), thiophene as middle core and π-linker. In the end groups, we use different donors such as triphenylamine (TPA), carbazole with different alkyl chain to measure their electrochemical, thermal properties, hole mobility and photovoltaic performance. For applications in dye-sensitized solar cells (DSSCs) and perovskite solar cells (PSCs), we demonstrate that two D-A-π-A type new organic sensitizers (CYL-20 and CYL-21) and D-π-D-π-D type hole-transporting materials (KM01-KM07) can be step-economically synthesized by one-pot reactions through sequential C-H arylations. The PCE of perovskite solar cells (PSCs) device achieves 15%. This work aims to provide facile access to high-performance organic sentizers and hole-transporting materials.

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Części książek na temat "C-H Arylation Reactions"

1

Miura, Masahiro, i Tetsuya Satoh. "Arylation Reactions via C-H Bond Cleavage". W Topics in Organometallic Chemistry, 55–83. Berlin, Heidelberg: Springer Berlin Heidelberg, 2005. http://dx.doi.org/10.1007/b104129.

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2

Yamaguchi, Junichiro, i Kenichiro Itami. "Biaryl Synthesis through Metal-Catalyzed C-H Arylation". W Metal-Catalyzed Cross-Coupling Reactions and More, 1315–87. Weinheim, Germany: Wiley-VCH Verlag GmbH & Co. KGaA, 2013. http://dx.doi.org/10.1002/9783527655588.ch17.

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3

Satoh, Tetsuya, i Masahiro Miura. "Catalytic Arylation and Vinylation Reactions Directed by Anionic Oxygen Functions via Cleavage of C – H and C – C Bonds". W Topics in Organometallic Chemistry, 61–84. Berlin, Heidelberg: Springer Berlin Heidelberg, 2007. http://dx.doi.org/10.1007/3418_2007_066.

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4

MacMillan, D. W. C., i A. J. B. Watson. "α-Arylation Reactions". W Stereoselective Pericyclic Reactions, Cross Coupling, and C—H and C—X Activation, 1. Georg Thieme Verlag KG, 2011. http://dx.doi.org/10.1055/sos-sd-203-00458.

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Stoltz, B. M., i J. T. Mohr. "Arylation of Enolates". W Stereoselective Pericyclic Reactions, Cross Coupling, and C—H and C—X Activation, 1. Georg Thieme Verlag KG, 2011. http://dx.doi.org/10.1055/sos-sd-203-00406.

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Stoltz, B. M., i J. T. Mohr. "Hiyama-Type Arylation of Esters". W Stereoselective Pericyclic Reactions, Cross Coupling, and C—H and C—X Activation, 1. Georg Thieme Verlag KG, 2011. http://dx.doi.org/10.1055/sos-sd-203-00412.

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Stoltz, B. M., i J. T. Mohr. "Negishi-Type Arylation of Ketones". W Stereoselective Pericyclic Reactions, Cross Coupling, and C—H and C—X Activation, 1. Georg Thieme Verlag KG, 2011. http://dx.doi.org/10.1055/sos-sd-203-00413.

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Stoltz, B. M., i J. T. Mohr. "Kumada-Type Arylation of Ketones". W Stereoselective Pericyclic Reactions, Cross Coupling, and C—H and C—X Activation, 1. Georg Thieme Verlag KG, 2011. http://dx.doi.org/10.1055/sos-sd-203-00414.

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Stoltz, B. M., i J. T. Mohr. "Suzuki-Type Arylation of Amides". W Stereoselective Pericyclic Reactions, Cross Coupling, and C—H and C—X Activation, 1. Georg Thieme Verlag KG, 2011. http://dx.doi.org/10.1055/sos-sd-203-00415.

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Banerjee, S., i L. Ilies. "2.8 Iron-Catalyzed C—H Functionalization". W Base-Metal Catalysis 2. Stuttgart: Georg Thieme Verlag KG, 2023. http://dx.doi.org/10.1055/sos-sd-239-00143.

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Streszczenie:

AbstractThe direct functionalization of an organic substrate via transition-metal-catalyzed C—H bond activation is a powerful tool for building molecular complexity. Despite the abundance, low cost, and low toxicity of iron, which make it an ideal metal for sustainable catalysis, iron-catalyzed C—H activation has been less investigated compared with catalysis based on precious metals such as palladium or iridium. In this chapter, selected examples of iron-catalyzed activation of a C—H bond to create a new C—C bond are described. Arylation, hetarylation, alkenylation, and alkylation of C(sp2)—H and C(sp3)—H bonds is discussed. Most of the substrates require a directing group, but several examples of non-directed reactions are also presented. The functionalization of a C—H bond has been achieved by using organometallic reagents, organic halides and pseudohalides, multiple bonds such as alkenes and alkynes, and arenes or hetarenes as the reaction partner.

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