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Original Articles

Synthesis and characterization of N-heterocyclic carbene palladium complex and its application on direct arylation of benzoxazoles and benzothiazoles with aryl bromides

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Pages 2591-2599 | Received 16 Dec 2008, Accepted 11 Feb 2009, Published online: 24 May 2010

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Namık Özdemir, Murat Kaloğlu, Nazan Kaloğlu, Nevin Gürbüz & İsmail Özdemir. (2022) Synthesis, characterization, crystal structure, Hirshfeld surface analysis, and theoretical study on a N-heterocyclic carbene salt and two NHC–palladium complexes. Inorganic and Nano-Metal Chemistry 52:4, pages 493-504.
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Articles from other publishers (31)

Ummuhan Solmaz, Simay Ince, Mustafa Kemal Yilmaz & Hakan Arslan. (2022) Conversion of monodentate benzoylthiourea palladium(II) complex to bidentate coordination mode: Synthesis, crystal structure and catalytic activity in the Suzuki-Miyaura cross-coupling reaction. Journal of Organometallic Chemistry 973-974, pages 122374.
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Jin Yang. (2020) Pyrazole‐3‐carboxylates assisted N ‐heterocyclic carbene palladium complexes: synthesis, characterization, and catalytic activities towards arylation of azoles with arylsulfonyl hydrazides . Applied Organometallic Chemistry 34:3.
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Qun Zhao, Guangrong Meng, Steven P. Nolan & Michal Szostak. (2020) N-Heterocyclic Carbene Complexes in C–H Activation Reactions. Chemical Reviews 120:4, pages 1981-2048.
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Rajesh Thapa & Stefan M. Kilyanek. (2019) Synthesis and structural characterization of 20-membered macrocyclic rings bearing trans -chelating bis(N-heterocyclic carbene) ligands and the catalytic activity of their palladium( ii ) complexes . Dalton Transactions 48:33, pages 12577-12590.
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Seema Yadav, Ajeet Singh, Isha Mishra, Sriparna Ray, Shaikh M. Mobin & Chandrakanta Dash. (2019) Well‐Defined N‐Heterocyclic Carbene‐Palladium Complexes as Efficient Catalysts for Domino Sonogashira Coupling/Cyclization Reaction and C‐H bond Arylation of Benzothiazole. Applied Organometallic Chemistry 33:7.
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Jin Yang. (2019) Mixed N-heterocycles/N-heterocyclic carbene palladium(II) allyl complexes as precatalysts for direct arylation of azoles with aryl bromides. Tetrahedron 75:14, pages 2182-2187.
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Yetkin Gök, Aydın Aktaş, Yakup Sarı & Hülya Erdoğan. (2018) 2-methyl-1,4-benzodioxan-substituted bis(NHC)PdX2 complexes: Synthesis, characterization and the catalytic activity in the direct arylation reaction of some 2-alkyl-heterocyclic compounds. Journal of the Iranian Chemical Society 16:2, pages 423-433.
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Wei Chen & Jin Yang. (2018) Synthesis of N-heterocyclic carbene-PdCl-[(2-Pyridyl)alkyl carboxylate] complexes and their catalytic activities towards arylation of (benzo)oxazoles with aryl bromides. Journal of Organometallic Chemistry 872, pages 24-30.
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Murat Kaloğlu, Nazan Kaloğlur & İsmail Özdemir. (2018) Direct C-H Bond Activation of Benzoxazole and Benzothiazole with Aryl Bromides Catalyzed by Palladium(II)- N- heterocyclic Carbene Complexes . Chinese Journal of Chemistry 36:9, pages 837-844.
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Nazan Kaloğlu, Murat Kaloğlu, Muhammad Nawaz Tahir, Cengiz Arıcı, Christian Bruneau, Henri Doucet, Pierre H. Dixneuf, Bekir Çetinkaya & İsmail Özdemir. (2018) Synthesis of N-heterocyclic carbene-palladium-PEPPSI complexes and their catalytic activity in the direct C-H bond activation. Journal of Organometallic Chemistry 867, pages 404-412.
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Jin Yang. (2018) (N-heterocyclic carbene)PdCl(N-heterocyclic carboxylate) complexes: Synthesis and catalytic activities towards arylation of benzoxazoles with aryl halides. Applied Organometallic Chemistry 32:7, pages e4394.
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Murat Kaloğlu & İsmail Özdemir. (2018) Palladium(II)- N -heterocyclic carbene-catalyzed direct C2- or C5-arylation of thiazoles with aryl bromides. Tetrahedron 74:23, pages 2837-2845.
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Murat Kaloğlu, Nazan Kaloğlu & İsmail Özdemir. (2018) Direct C‐H Bond Arylation of C2‐Blocked Pyrrole with Aryl Halides Using Palladium(II)‐ N ‐Heterocyclic Carbene Catalysts . ChemistrySelect 3:20, pages 5600-5607.
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Girijesh Kumar, Ramu Guda, Ahmad Husain, Ramakrishna Bodapati & Samar K. Das. (2017) A Functional Zn(II) Metallacycle Formed from an N-Heterocyclic Carbene Precursor: A Molecular Sensor for Selective Recognition of Fe 3+ and IO 4 – Ions . Inorganic Chemistry 56:9, pages 5017-5025.
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İsmail Özdemir, Neslihan Şahin & Serpil Demir Düşünceli. (2017) Arylation of Aniline and Amines by Pd-(N-Heterocyclic Carbene) Complexes. HETEROCYCLES 94:8, pages 1506.
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MUTHUKUMARAN NIRMALA & PERIASAMY VISWANATHAMURTHI. (2016) Ruthenium(II) complexes bearing pyridine-functionalized N-heterocyclic carbene ligands: Synthesis, structure and catalytic application over amide synthesis. Journal of Chemical Sciences 128:11, pages 1725-1735.
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Emine Özge Karaca, Nevin Gürbüz, İsmail Özdemir, Henri Doucet, Onur Şahin, Orhan Büyükgüngör & Bekir Çetinkaya. (2015) Palladium Complexes with Tetrahydropyrimidin-2-ylidene Ligands: Catalytic Activity for the Direct Arylation of Furan, Thiophene, and Thiazole Derivatives. Organometallics 34:11, pages 2487-2493.
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Liangru Yang, Jinwei Yuan, Pu Mao & Qi Guo. (2015) Chelating palladium complexes containing pyridine/pyrimidine hydroxyalkyl di-functionalized N-heterocyclic carbenes: synthesis, structure, and catalytic activity towards C–H activation. RSC Advances 5:130, pages 107601-107607.
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Xiao-Bao Shen, Yun Zhang, Wen-Xin Chen, Zheng-Kang Xiao, Ting-Ting Hu & Li-Xiong Shao. (2014) Direct C–H Bond Arylation of (Benzo)oxazoles with Aryl Chlorides Catalyzed by N -Heterocyclic Carbene–Palladium(II)–1-Methylimidazole Complex . Organic Letters 16:7, pages 1984-1987.
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Senem Akkoç, Yetkin Gök, Mehmet Akkurt & Muhammad Nawaz Tahir. (2014) Catalytic activities in the direct C5 arylation of novel palladium N-heterocyclic carbene complexes containing benzimidazol-2-ylidene nucleus. Inorganica Chimica Acta 413, pages 221-230.
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Ya-Yun Ji, Li-Li Lu, Yu-Chun Shi & Li-Xiong Shao. (2014) Direct C–H bond arylation of fluorenes with aryl chlorides catalyzed by N-heterocyclic carbene–palladium( ii )–1-methylimidazole complex and further transformation of the products in a one-pot procedure . Org. Biomol. Chem. 12:42, pages 8488-8498.
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Annaluisa Mariconda, Fabia Grisi, Chiara Costabile, Salvatore Falcone, Valerio Bertolasi & Pasquale Longo. (2014) Synthesis, characterization and catalytic behaviour of a palladium complex bearing a hydroxy-functionalized N-heterocyclic carbene ligand. New J. Chem. 38:2, pages 762-769.
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Lei Wang, Xinyi Ren, Jintao Yu, Yan Jiang & Jiang Cheng. (2013) Base-Promoted Formal Arylation of Benzo[ d ]oxazoles with Acyl Chloride . The Journal of Organic Chemistry 78:23, pages 12076-12081.
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Srinivasa Budagumpi, Rosenani A. Haque & Abbas Washeel Salman. (2012) Stereochemical and structural characteristics of single- and double-site Pd(II)–N-heterocyclic carbene complexes: Promising catalysts in organic syntheses ranging from CC coupling to olefin polymerizations. Coordination Chemistry Reviews 256:17-18, pages 1787-1830.
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Serpil Demir, İsmail Özdemir, Hakan Arslan & Don VanDerveer. (2011) Butylene linked palladium N-heterocyclic carbene complexes: Synthesis and catalytic properties. Journal of Organometallic Chemistry 696:13, pages 2589-2593.
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İsmail Özdemir, Hakan Arslan, Serpil Demir, Don VanDerveer & Bekir Çetinkaya. (2011) Synthesis, characterization and catalytic properties of cis-dibromo{1,1′-di[3,4,5-trimethoxybenzyl]-3,3′-butylenedibenzimidazol-2,2′-diylidene}palladium (II). Inorganic Chemistry Communications 14:5, pages 672-675.
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Zhi-Zhen Huang, Xue-Ming Yan & Xue-Rong Mao. (2011) An Efficient Arylation of Benzoazoles with Aryl Bromides by a Practical Palladium-Copper Cocatalytic System. HETEROCYCLES 83:6, pages 1371.
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Chen Yang, Ming-Sheng Wang, Li-Zhen Cai, Xiao-Ming Jiang, Mei-Feng Wu, Guo-Cong Guo & Jin-Shun Huang. (2010) Crystal structures and visible-light excited photoluminescence of N-methyl-4,4′-bipyridinium chloride and its Zn(II) and Cd(II) complexes. Inorganic Chemistry Communications 13:9, pages 1021-1024.
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Ismail Ozdemir, Yetkin Gök, Özlem Özeroğlu, Murat Kaloğlu, Henri Doucet & Christian Bruneau. (2010) N‐Heterocyclic Carbenes: Useful Ligands for the Palladium‐Catalysed Direct C5 Arylation of Heteroaromatics with Aryl Bromides or Electron‐Deficient Aryl Chlorides. European Journal of Inorganic Chemistry 2010:12, pages 1798-1805.
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Oscar Navarro & Mihai S. Viciu. (2010) (N-Heterocyclic Carbene)-Metal Complexes and Their Application in Catalysis. Annual Reports Section "B" (Organic Chemistry) 106, pages 243.
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Christophe Berini & Oscar Navarro. 2011. N-Heterocyclic Carbenes in Transition Metal Catalysis and Organocatalysis. N-Heterocyclic Carbenes in Transition Metal Catalysis and Organocatalysis 191 206 .

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