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Journal articles on the topic 'Palladium NHC-complexes'

Author: Grafiati

Published: 4 June 2021

Last updated: 16 February 2022

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1

Meyer, Dirk, and Thomas Strassner. "Methylpalladium complexes with pyrimidine-functionalized N-heterocyclic carbene ligands." Beilstein Journal of Organic Chemistry 12 (July 21, 2016): 1557–65. http://dx.doi.org/10.3762/bjoc.12.150.

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A series of methylpalladium(II) complexes with pyrimidine-NHC ligands carrying different aryl- and alkyl substituents R ([((pym)^(NHC-R))PdII(CH3)X] with X = Cl, CF3COO, CH3) has been prepared by transmetalation reactions from the corresponding silver complexes and chloro(methyl)(cyclooctadiene)palladium(II). The dimethyl(1-(2-pyrimidyl)-3-(2,6-diisopropylphenyl)imidazolin-2-ylidene)palladium(II) complex was synthesized via the free carbene route. All complexes were fully characterized by standard methods and in three cases also by a solid state structure.

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2

Astakhov, Alexander V., Safarmurod B. Soliev, Evgeniy G. Gordeev, Victor M. Chernyshev, and Valentine P. Ananikov. "Relative stabilities of M/NHC complexes (M = Ni, Pd, Pt) against R–NHC, X–NHC and X–X couplings in M(0)/M(ii) and M(ii)/M(iv) catalytic cycles: a theoretical study." Dalton Transactions 48, no. 45 (2019): 17052–62. http://dx.doi.org/10.1039/c9dt03266e.

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DFT calculations reveal relative stability of M<sup>II</sup>/NHC and M<sup>IV</sup>/NHC complexes of nickel, palladium and platinum against the R–NHC coupling and various reductive elimination reactions that influence catalyst stability/decomposition.

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3

Wang, Yu-Ting, Bin-Bin Gao, Fan Wang, et al. "Palladium(ii) and palladium(ii)–silver(i) complexes with N-heterocyclic carbene and zwitterionic thiolate mixed ligands: synthesis, structural characterization and catalytic properties." Dalton Transactions 46, no. 6 (2017): 1832–39. http://dx.doi.org/10.1039/c6dt04599e.

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4

Zinser, Caroline M., Fady Nahra, Marcel Brill, et al. "A simple synthetic entryway into palladium cross-coupling catalysis." Chemical Communications 53, no. 57 (2017): 7990–93. http://dx.doi.org/10.1039/c7cc02487h.

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The simple synthesis of a family of palladates containing an imidazolium counterion is presented. These “ate” complexes can be easily converted into well-defined palladium–N-heterocyclic carbene (NHC) complexes.

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5

Kolaříková, V., O. Šimůnek, M. Rybáčková, J. Cvačka, A. Březinová, and J. Kvíčala. "Transition metal complexes bearing NHC ligands substituted with secondary polyfluoroalkyl groups." Dalton Transactions 44, no. 45 (2015): 19663–73. http://dx.doi.org/10.1039/c5dt02258d.

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6

Beillard, Audrey, Xavier Bantreil, Thomas-Xavier Métro, Jean Martinez, and Frédéric Lamaty. "Mechanochemistry for facilitated access to N,N-diaryl NHC metal complexes." New Journal of Chemistry 41, no. 3 (2017): 1057–63. http://dx.doi.org/10.1039/c6nj02895k.

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7

Normand, Adrien T., and Kingsley J. Cavell. "ChemInform Abstract: NHC-Palladium Complexes in Catalysis." ChemInform 42, no. 32 (2011): no. http://dx.doi.org/10.1002/chin.201132228.

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8

Schroeter, Felix, Ivana Císařová, Johannes Soellner, Eberhardt Herdtweck, and Thomas Strassner. "Electron-poor hemilabile dicationic palladium NHC complexes – synthesis, structure and catalytic activity." Dalton Transactions 47, no. 46 (2018): 16638–50. http://dx.doi.org/10.1039/c8dt03373k.

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9

Yang, Liangru, Xinchi Zhang, Pu Mao, et al. "NCN pincer palladium complexes based on 1,3-dipicolyl-3,4,5,6-tetrahydropyrimidin-2-ylidenes: synthesis, characterization and catalytic activities." RSC Advances 5, no. 33 (2015): 25723–29. http://dx.doi.org/10.1039/c5ra01706h.

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10

Modak, Sudipta, Manoj Kumar Gangwar, Mitta Nageswar Rao, et al. "Fluoride-free Hiyama coupling by palladium abnormal N-heterocyclic carbene complexes." Dalton Transactions 44, no. 40 (2015): 17617–28. http://dx.doi.org/10.1039/c5dt02317c.

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A series of Pd complexes of the 1,2,3-triazole based abnormal NHC ligands of the type (a-NHC)PdI<sub>2</sub>(L) [L = NC<sub>5</sub>H<sub>5</sub> and PPh<sub>3</sub>] successfully catalyzed the fluoride-free Hiyama coupling in air.

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11

Asensio, Juan M., Pilar Gómez-Sal, Román Andrés, and Ernesto de Jesús. "Synthesis of water-soluble palladium(ii) complexes with N-heterocyclic carbene chelate ligands and their use in the aerobic oxidation of 1-phenylethanol." Dalton Transactions 46, no. 20 (2017): 6785–97. http://dx.doi.org/10.1039/c7dt00643h.

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12

Zhang, Dao, Yu He, and Junkai Tang. "Chiral linker-bridged bis-N-heterocyclic carbenes: design, synthesis, palladium complexes, and catalytic properties." Dalton Transactions 45, no. 29 (2016): 11699–709. http://dx.doi.org/10.1039/c6dt00984k.

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13

Rais, Eduard, Ulrich Flörke, and René Wilhelm. "Synthesis and investigation of new cyclic haloamidinium salts." Zeitschrift für Naturforschung B 71, no. 6 (2016): 667–76. http://dx.doi.org/10.1515/znb-2016-0011.

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AbstractThe presented work describes the synthesis of new six- and seven-membered haloamidinium salts and their reaction with different metals. The isolated metal complexes were tested in a catalytic reaction. Two different synthetic routes were applied to prepare five different salts. Chloroamidinium salts were very water-sensitive in comparison to their corresponding bromoamidinium salts. Hence, the preparation of the less sensitive bromoamidinium salts was higher prioritized. The formed salts were converted with metal sources to N-heterocyclic carbene (NHC) metal complexes through an oxidat

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14

Zou, Wenping, Wenmin Pang, and Changle Chen. "Redox control in palladium catalyzed norbornene and alkyne polymerization." Inorganic Chemistry Frontiers 4, no. 5 (2017): 795–800. http://dx.doi.org/10.1039/c6qi00562d.

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Switchable polymerization of norbornene, 5-norbornene-2-yl acetate and 1-chloro-1-octyne could be realized by using two palladium complexes (NHC)Pd(allyl)Cl (NHC = 1,3-Ar<sub>2</sub>-naphthoquinimidazolylidene, Ar = 2,6-Me<sub>2</sub>-C<sub>6</sub>H<sub>3</sub>, 2,6-<sup>i</sup>Pr<sub>2</sub>-C<sub>6</sub>H<sub>3</sub>) bearing a redox-active naphthoquinone moiety.

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15

Al Nasr, Ibrahim, Nedra Touj, Waleed Koko, et al. "Biological Activities of NHC–Pd(II) Complexes Based on Benzimidazolylidene N-heterocyclic Carbene (NHC) Ligands Bearing Aryl Substituents." Catalysts 10, no. 10 (2020): 1190. http://dx.doi.org/10.3390/catal10101190.

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N-heterocyclic carbene (NHC) precursors (2a–i), their pyridine-enhanced precatalyst preparation stabilization and initiation (PEPPSI)-themed palladium N-heterocyclic carbene complexes (3a–i) and palladium N-heterocyclic triphenylphosphines complexes (4a–i) were synthesized and characterized by elemental analysis and 1H NMR, 13C NMR, IR, and LC–MS spectroscopic techniques. The (NHC)Pd(II) complexes 3–4 were tested against MCF7 and MDA-MB-231 cancer cells, Escherichia coli, methicillin-resistant Staphylococcus aureus (MRSA), Candida albicans microorganisms, Leishmania major promastigotes and ama

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16

Poulain, Aurelie, Manuel Iglesias, and Martin Albrecht. "Abnormal NHC Palladium Complexes: Synthesis, Structure, and Reactivity." Current Organic Chemistry 15, no. 18 (2011): 3325–36. http://dx.doi.org/10.2174/138527211797248049.

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17

Munz, Dominik, and Thomas Strassner. "Catalytic Hydrocarbon Oxidation by Palladium-bis-NHC-Complexes." Topics in Catalysis 57, no. 17-20 (2014): 1372–76. http://dx.doi.org/10.1007/s11244-014-0305-5.

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18

Yang, Jin. "Mono- and dinuclear palladium(ii) complexes containing both N-heterocyclic carbenes and tetrazole ligands as catalysts for Hiyama coupling." New Journal of Chemistry 40, no. 11 (2016): 9739–45. http://dx.doi.org/10.1039/c6nj02320g.

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Six tetrazole ligand stabilized NHC–Pd complexes have been synthesized and fully characterized. Catalytic performance of the obtained palladium catalysts has been investigated for the Hiyama coupling reaction.

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19

Özdemir, Ismail, Nevin Gürbüz, Nazan Kaloğlu, et al. "N-Heterocyclic carbene–palladium catalysts for the direct arylation of pyrrole derivatives with aryl chlorides." Beilstein Journal of Organic Chemistry 9 (February 12, 2013): 303–12. http://dx.doi.org/10.3762/bjoc.9.35.

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New Pd–NHC complexes have been synthesized and employed for palladium-catalyzed direct arylation of pyrrole derivatives by using electron-deficient aryl chlorides as coupling partners. The desired coupling products were obtained in moderate to good yields by using 1 mol % of these air-stable palladium complexes. This is an advantage compared to the procedures employing air-sensitive phosphines, which have been previously shown to promote the coupling of aryl chlorides with heteroarenes.

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20

He, Pan, Yufeng Du, Shuzhan Wang, et al. "Synthesis, Structure, and Reactivity of Ferrocenyl-NHC Palladium Complexes." Zeitschrift für anorganische und allgemeine Chemie 639, no. 6 (2013): 1004–10. http://dx.doi.org/10.1002/zaac.201300097.

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21

A Patil, Siddappa, Amy P Hoagland, Shivaputra A Patil, and Alejandro Bugarin. "N-heterocyclic carbene-metal complexes as bio-organometallic antimicrobial and anticancer drugs, an update (2015–2020)." Future Medicinal Chemistry 12, no. 24 (2020): 2239–75. http://dx.doi.org/10.4155/fmc-2020-0175.

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N-heterocyclic carbenes (NHCs) are organic compounds that typically mimic the chemical properties of phosphines. NHCs have made a significant impact on the field of coordination and organometallic chemistry because they are easy to prepare and handle and because of their versatility and stability. Importantly, the physicochemical properties of NHCs can be easily fine-tuned by simple variation of substituents on the nitrogen atoms. Over the past few years, various NHC–metal complexes have been extensively used as metal-based drug candidates and catalysts (homogeneous or heterogeneous) for vario

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22

Jutand, Anny, Julien Pytkowicz, Sylvain Roland, and Pierre Mangeney. "Mechanism of the oxidative addition of aryl halides to bis-carbene palladium(0) complexes." Pure and Applied Chemistry 82, no. 7 (2010): 1393–402. http://dx.doi.org/10.1351/pac-con-09-09-22.

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Bis-N-heterocyclic carbenes Pd0 complexes, Pd0(NHC)2, are efficient catalysts in Heck reactions performed with aryl bromides or chlorides. The Pd0(NHC)2 that are not stable are generated in situ from PdII precursors PdY2(NHC)2 (Y = halides) after a chemical reduction. The latter procedure can be mimicked by an electrochemical reduction. The transient Pd0(NHCBn)2 is generated by electrochemical reduction of PdY2(NHCBn)2, and its reactivity in oxidative addition to aryl bromides and chlorides is characterized by the same electrochemical technique with the determination of the rate constants. Pd0

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23

Bernhammer, Jan Christopher, Gilles Frison та Han Vinh Huynh. "Pincer versus pseudopincer: isomerism in palladium(ii) complexes bearing κ3C,S,C ligands". Dalton Trans. 43, № 23 (2014): 8591–94. http://dx.doi.org/10.1039/c4dt01047g.

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24

Yang, Jin, Pinhua Li, Yicheng Zhang, and Lei Wang. "Dinuclear NHC–palladium complexes containing phosphine spacers: synthesis, X-ray structures and their catalytic activities towards the Hiyama coupling reaction." Dalton Trans. 43, no. 19 (2014): 7166–75. http://dx.doi.org/10.1039/c4dt00180j.

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Six dinuclear N-heterocyclic carbene–palladium complexes were synthesized from [Pd(μ-Cl)(Cl)(NHC)]<sub>2</sub> and Ph<sub>2</sub>P(CH<sub>2</sub>)<sub>n</sub>PPh<sub>2</sub>, and their catalytic activities towards the Hiyama reaction were investigated.

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25

Liu, Lian-jun, Feijun Wang, Wenfeng Wang, Mei-xin Zhao, and Min Shi. "Synthesis of chiral mono(N-heterocyclic carbene) palladium and gold complexes with a 1,1'-biphenyl scaffold and their applications in catalysis." Beilstein Journal of Organic Chemistry 7 (May 4, 2011): 555–64. http://dx.doi.org/10.3762/bjoc.7.64.

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Axially chiral mono(NHC)–Pd(II) and mono(NHC)–Au(I) complexes with one side shaped 1,1'-biphenyl backbone have been prepared from chiral 6,6'-dimethoxybiphenyl-2,2'-diamine. The complexes were characterized by X-ray crystal structure diffraction. The Pd(II) complex showed good catalytic activities in the Suzuki–Miyaura and Heck–Mizoroki coupling reactions, and the (S)-Au(I) complexes also showed good catalytic activities in the asymmetric intramolecular hydroamination reaction to give the corresponding product in moderate ee.

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26

Taakili, Rachid, Christine Lepetit, Carine Duhayon, Dmitry A. Valyaev, Noël Lugan, and Yves Canac. "Palladium(ii) pincer complexes of a C,C,C-NHC, diphosphonium bis(ylide) ligand." Dalton Transactions 48, no. 5 (2019): 1709–21. http://dx.doi.org/10.1039/c8dt04316g.

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27

He, Pan, Yufeng Du, Gang Liu, et al. "The regioselective Larock indole synthesis catalyzed by NHC–palladium complexes." RSC Advances 3, no. 40 (2013): 18345. http://dx.doi.org/10.1039/c3ra42788a.

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28

Scheele, Ulrich J., Michael John, Sebastian Dechert, and Franc Meyer. "Pyrazole-Bridged NHC Ligands and Their Dimetallic (Allyl)palladium Complexes." European Journal of Inorganic Chemistry 2008, no. 3 (2008): 373–77. http://dx.doi.org/10.1002/ejic.200701230.

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29

Poulain, Aurelie, Manuel Iglesias, and Martin Albrecht. "ChemInform Abstract: Abnormal NHC Palladium Complexes: Synthesis, Structure, and Reactivity." ChemInform 43, no. 9 (2012): no. http://dx.doi.org/10.1002/chin.201209249.

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30

Teng, Qiaoqiao, Daniel Upmann, Sheena Ai Zi Ng Wijaya, and Han Vinh Huynh. "Bis(functionalized NHC) Palladium(II) Complexes via a Postmodification Approach." Organometallics 33, no. 13 (2014): 3373–84. http://dx.doi.org/10.1021/om500274c.

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31

Munz, Dominik, Christoph Allolio, Katrin Döring, et al. "Methoxyaryl substituted palladium bis-NHC complexes – Synthesis and electronic effects." Inorganica Chimica Acta 392 (September 2012): 204–10. http://dx.doi.org/10.1016/j.ica.2012.06.009.

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32

Pirkl, Nico, Alessandro Del Grosso, Bert Mallick, Angelino Doppiu, and Lukas J. Gooßen. "Dihalogen-bridged NHC–palladium(i) dimers: synthesis, characterisation and applications in cross-coupling reactions." Chemical Communications 55, no. 36 (2019): 5275–78. http://dx.doi.org/10.1039/c9cc02239b.

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33

Schlagintweit, Jonas F., Christian H. G. Jakob, Kevin Meighen-Berger, et al. "Fluorescent palladium(ii) and platinum(ii) NHC/1,2,3-triazole complexes: antiproliferative activity and selectivity against cancer cells." Dalton Transactions 50, no. 6 (2021): 2158–66. http://dx.doi.org/10.1039/d0dt04114a.

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Fluorescent Pd(ii) and Pt(ii) complexes with anti-proliferative activity bearing 4-methylene-7-methoxycoumarin (MMC) and 2,6-diispropylphenyl (Dipp) substituted NHC/1,2,3-triazole hybrid ligands are described.

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34

Gogolieva, Ganna, Jérôme Durand, Odile Dechy-Cabaret, and Emmanuel Gras. "Uncommon approach toward NHC–triazole complexes of palladium: Synthesis and applications." Journal of Organometallic Chemistry 769 (October 2014): 7–10. http://dx.doi.org/10.1016/j.jorganchem.2014.07.006.

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35

Lillo, Vanesa, Elena Mas-Marzá, Anna M. Segarra, et al. "Palladium–NHC complexes do catalyse the diboration of alkenes: mechanistic insights." Chemical Communications, no. 32 (2007): 3380. http://dx.doi.org/10.1039/b705197b.

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36

Viciu, Mihai S., Fabiano Kauer Zinn, Edwin D. Stevens, and Steven P. Nolan. "Telomerization of Amines Mediated by CationicN-Heterocyclic Carbene (NHC) Palladium Complexes." Organometallics 22, no. 16 (2003): 3175–77. http://dx.doi.org/10.1021/om030337k.

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37

Riedel, Dominic, Thomas Wurm, Katharina Graf, Matthias Rudolph, Frank Rominger, and A. Stephen K. Hashmi. "From Isonitriles to Unsaturated NHC Complexes of Gold, Palladium and Platinum." Advanced Synthesis & Catalysis 357, no. 7 (2015): 1515–23. http://dx.doi.org/10.1002/adsc.201401131.

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38

Slimani, Ichraf, Lamjed Mansour, Ismail Özdemir, Nevin Gürbüz, and Naceur Hamdi. "Synthesis, characterization and catalytic activity of PEPPSI-type palladium–NHC complexes." Inorganica Chimica Acta 515 (January 2021): 120043. http://dx.doi.org/10.1016/j.ica.2020.120043.

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39

Henwood, Adam F., Mathieu Lesieur, Ashu K. Bansal, et al. "Palladium(0) NHC complexes: a new avenue to highly efficient phosphorescence." Chemical Science 6, no. 5 (2015): 3248–61. http://dx.doi.org/10.1039/c4sc03914a.

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40

Gümüşada, Rukiye, M. Emin Günay, Namık Özdemir, and Bekir Çetinkaya. "Bicyclic N-heterocyclic carbene (NHC) ligand precursors and their palladium complexes." Journal of Coordination Chemistry 69, no. 9 (2016): 1463–72. http://dx.doi.org/10.1080/00958972.2016.1185780.

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41

Vaishya, Vartika, Shailendra Patider, and Meenakshi Pilania. "Imidazolium/triazolium based NHC–Palladium complexes and their application in catalysis." Materials Today: Proceedings 43 (2021): 3181–87. http://dx.doi.org/10.1016/j.matpr.2021.01.665.

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42

Andrew, Rhiann E., Caroline M. Storey, and Adrian B. Chaplin. "Well-defined coinage metal transfer agents for the synthesis of NHC-based nickel, rhodium and palladium macrocycles." Dalton Transactions 45, no. 21 (2016): 8937–44. http://dx.doi.org/10.1039/c6dt01263a.

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Silver(i) and copper(i) complexes of a macrocyclic NHC-based pincer ligand, bearing a central lutidine donor and a dodecamethylene spacer, have been prepared and evaluated under equivalent conditions in transmetallation reactions.

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43

Chapman, Michael R., Benjamin R. M. Lake, Christopher M. Pask, Bao N. Nguyen, and Charlotte E. Willans. "Solid-state structure, solution-state behaviour and catalytic activity of electronically divergent C,N-chelating palladium–N-heterocyclic carbene complexes." Dalton Transactions 44, no. 36 (2015): 15938–48. http://dx.doi.org/10.1039/c5dt02194d.

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44

Shanmuganathan, Saravanakumar, Olaf Kühl, Peter Jones, and Joachim Heinicke. "Nickel and palladium complexes of enolatefunctionalised N-heterocyclic carbenes." Open Chemistry 8, no. 5 (2010): 992–98. http://dx.doi.org/10.2478/s11532-010-0071-6.

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AbstractThe reaction of chloroethyltrimethylsilylether with 1-methylimidazole furnishes an ionic liquid that undergoes methanolysis to crystalline 2-hydroxyethylimidazolium chloride (crystal structure presented). Conversion to defined hydroxyethylimidazol-2-ylidene nickel complexes failed, but was accomplished with 1-methyl-3-acetophenyl-imidazolium bromide. The bis(NHC⋂O−) nickel(II) chelate is formed, rather than a methallylnickel monochelate, but with nickelocene a monochelate NiCp complex was detected. The bulky 1-(2,6-diisopropylphenyl)-3-(2’-phenyl-enolato)-imidazol-2-ylidene allylpallad

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45

Vaughan, Jamila, Damien J. Carter, Andrew L. Rohl, et al. "Silver(i), gold(i) and palladium(ii) complexes of a NHC-pincer ligand with an aminotriazine core: a comparison with pyridyl analogues." Dalton Transactions 45, no. 4 (2016): 1484–95. http://dx.doi.org/10.1039/c5dt04213e.

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The twisted vs. linear conformation of newly synthesised silver and gold complexes of chelating C,N,C diethylaminotriazinyl-bridged bis(NHC) pincer ligands have been rationalised by computational studies.

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46

Lo, Angel S. W., Ken S. M. Yiu, and István T. Horváth. "Synthesis and characterization of light-fluorous NHC-ligands and their palladium complexes." Journal of Organometallic Chemistry 932 (January 2021): 121634. http://dx.doi.org/10.1016/j.jorganchem.2020.121634.

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47

Huynh, Han Vinh, and Jeroen Thomas Vossen. "Donor Strength Determination of Pyridinylidene-amide Ligands using Their Palladium–NHC Complexes." Inorganic Chemistry 59, no. 17 (2020): 12486–93. http://dx.doi.org/10.1021/acs.inorgchem.0c01585.

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48

Rottschäfer, Dennis, Christian J. Schürmann, Jan-Hendrik Lamm, Alexander N. Paesch, Beate Neumann, and Rajendra S. Ghadwal. "Abnormal-NHC Palladium(II) Complexes: Rational Synthesis, Structural Elucidation, and Catalytic Activity." Organometallics 35, no. 19 (2016): 3421–29. http://dx.doi.org/10.1021/acs.organomet.6b00662.

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49

Rogers, Michelle M., Johanna E. Wendlandt, Ilia A. Guzei, and Shannon S. Stahl. "Aerobic Intramolecular Oxidative Amination of Alkenes Catalyzed by NHC-Coordinated Palladium Complexes." Organic Letters 8, no. 11 (2006): 2257–60. http://dx.doi.org/10.1021/ol060327q.

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50

Gierz, Verena, Alexander Seyboldt, Cäcilia Maichle-Mössmer, Roland Fröhlich, Frank Rominger, and Doris Kunz. "Straightforward Synthesis of Dipyrido-Annelated NHC-Palladium(II) Complexes by Oxidative Addition." European Journal of Inorganic Chemistry 2012, no. 9 (2012): 1423–29. http://dx.doi.org/10.1002/ejic.201100905.

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