Cyclometallated Pd(II) thiosemicarbazone complexes: new catalyst precursors for Suzuki-coupling reactions

Yan, Hong; Chellan, Prinessa; Li, Tingyi; Mao, Jincheng; Chibale, Kelly; Smith, Gregory S.

doi:10.1016/j.tetlet.2012.10.115

Cited by 25 publications

(11 citation statements)

References 32 publications

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“…In rest of the compounds (3-4) this range remained relatively upfield (6.75-7.49 δ ppm). Furthermore, the chemical shifts for -CH=N-group appeared in the range 8.39-9.09 δ ACCEPTED MANUSCRIPT ACCEPTED MANUSCRIPT 5 ppm which is in accordance with the previous reports 25,26 on thiosemicarbazones. 1 H NMR signals for -N-NH-proton peak appeared at comparable region (11.44±0.04 δ ppm).…”

Section: Characterization By Nmrsupporting

confidence: 91%

“…Metal-thiosemicarbazone complexes have been found to have interesting catalytic [3][4][5][6] as well as biological applications 5,[7][8][9][10][11][12][13][14][15][16][17][18][19][20][21][22][23][24] . However, it has been also reported that by suitable structural variations thiosemicarbazone ligands could also become potential anticarcinogenic agents [25][26][27][28][29][30] .…”

Section: Introductionmentioning

confidence: 99%

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Asynthesis, Crystal Structures and in Vitro Anticancer Studies of New Thiosemicarbazone Derivatives

Hussein

Iqbal

Asif

et al. 2015

Phosphorus, Sulfur, and Silicon and the Related Elements

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Thiosemicarbazones are an important class of compounds having significant biological properties. These compounds are used as stable ligands for the synthesis of coordination compounds of biological worth. The current study describes syntheses of four new N(3)-ethyl thiosemicarbazone derivatives and their in vitro anticancer testing. The purpose of the study was to observe the effect of various subtitutions at the aromatic ring against the growth of cancerous cell. The synthesized compounds were characterized by NMR ( 1 H & 13 C) spectroscopy and the molecular structures of each of the compounds were determined using single crystal X-ray crystallographic technique. Interestingly, compound 4 appeared to have two crystallographically different units (A and B), having slightly different bond lengths and angles compared to each other. All the compounds were tested for their in vitro anticancer properties against Human Colon Cancer (HCT 116) and Breast Cancer (MCF-7) cell lines. The compounds (1-2), having halide (Cl and Br) substitutions, showed significant activity compared to those having ethoxy and allyl substitutions (3-4), indicating the possible involvement of halides against cancerous cells.

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Section: Characterization By Nmrsupporting

confidence: 91%

Section: Introductionmentioning

confidence: 99%

Asynthesis, Crystal Structures and in Vitro Anticancer Studies of New Thiosemicarbazone Derivatives

Hussein

Iqbal

Asif

et al. 2015

Phosphorus, Sulfur, and Silicon and the Related Elements

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“…Notably, coupling of the fluoro-derivative could also be achieved with these catalysts. Analogous cyclometallated palladium complexes 16 based on 3,4-dichloroacetophenone thiosemicarbazone have also been reported by Yan et al [109]. These complexes were screened for their activity in the Suzuki-Miyaura reaction and the most promising of the four, a dinuclear complex with a 1,1'-bisdiphenylphosphinoferrocene bridging supporting ligand, was used for further study.…”

Section: Scheme 12 Suzuki Reaction Of Aryl Bromides With Phenylboronmentioning

confidence: 92%

Thiosemicarbazone Complexes of Transition Metals as Catalysts for Cross-Coupling Reactions

Kostas

Steele

2020

Catalysts

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Catalysis of cross-coupling reactions under phosphane-free conditions represents an important ongoing challenge. Although transition metal complexes based on the thiosemicarbazone unit have been known for a very long time, their use in homogeneous catalysis has been studied only relatively recently. In particular, reports of cross-coupling catalytic reactions with such complexes have appeared only in the last 15 years. This review provides a survey of the research in this area and a discussion of the prospects for future developments.

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“…The main reason being they possess many donor atoms that can coordinate to the metal. Their applications have been widely studied; these compounds have catalytic properties in crosscoupling reactions [3,4]. They may also be used as cytotoxic and antitumoral species applicable in biological assays [5,6,7].…”

Section: Introductionmentioning

confidence: 99%

Synthesis and characterization of novel thiosemicarbazone palladacycles

Rúa‐Sueiro

Munín‐Cruz

Reigosa

et al. 2019

Proceedings of the 23rd International Electronic Conference on Synthetic Organic Chemistry

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Since the appearance of the term palladacycle, as coined by Trofimenko[1], one of the most salient groups is the one comprising thiosemicarbazones. Herein, the synthesis and characterization of several palladium cyclometallated compounds with thiosemicarbazone ligands is discussed. The ligands were synthesized by treatment of a ketone with four different thiosemicarbazides in acidified aqueous solution. Then, they were conveniently treated with a palladium salt to yield the corresponding palladacycle. All show a tetranuclear structure with [C, N, S] coordination of the ligands to the metal centers.

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Cyclometallated Pd(II) thiosemicarbazone complexes: new catalyst precursors for Suzuki-coupling reactions

Cited by 25 publications

References 32 publications

Asynthesis, Crystal Structures and in Vitro Anticancer Studies of New Thiosemicarbazone Derivatives

Asynthesis, Crystal Structures and in Vitro Anticancer Studies of New Thiosemicarbazone Derivatives

Thiosemicarbazone Complexes of Transition Metals as Catalysts for Cross-Coupling Reactions

Synthesis and characterization of novel thiosemicarbazone palladacycles

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