Syntheses of Nickel (II) Complexes from Novel Semicarbazone Ligands with Chloroformylarylhydrazine, Benzimidazole and Salicylaldehyde Moieties

被引:2
作者
Shih, Mei-Hsiu [1 ]
Xu, Yu-Yuan [1 ]
Yang, Yu-Sheng [1 ]
Lin, Tzu-Ting [1 ]
机构
[1] Southern Taiwan Univ Sci & Technol, Dept Chem & Mat Engn, Tainan 71005, Taiwan
关键词
STRUCTURAL-CHARACTERIZATION; ANTIOXIDANT ACTIVITY; ANTICANCER ACTIVITY; EFFICIENT SYNTHESES; DERIVATIVES;
D O I
10.3390/molecules20035184
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
This study addressed the design and syntheses of diverse ligands, which were then successfully treated with Ni (II) ion to afford a series of nickel complexes. alpha-Chloroformylarylhydrazine hydrochlorides 6 contain two different functional groups. One is a strong nucleophile, and the other is a good electrophile. Therefore, it can be designed to react with several reagents to obtain diverse derivatives which can be used as ligands for metal complexes. Furthermore, benzimidazole and salicylaldehyde can provide electron donor sites, N and O electron donors, separately. Hence, the starting materials alpha-chloroformylarylhydrazine hydrochlorides 6 were first treated with 2-(aminomethyl)-benzimidazole (7) to give the corresponding semicarbazides 8. Then, the semicarbazides 8 reacted with various substituted salicylaldehydes 9-11 to afford the desired substituted-salicylaldehyde 2-aryl-4-substituted semicarbazones 12-14, which could coordinate with nickel (II) ion to give the corresponding nickel complexes 15-17.
引用
收藏
页码:5184 / 5201
页数:18
相关论文
共 29 条
[1]   A facile synthesis of mixed ligand Cu(II) complexes with salicylaldehyde and salicylaldimine ligands and their X-ray structural characterization [J].
Ahmad, Jahir Uddin ;
Raisanen, Minna T. ;
Nieger, Martin ;
Leskela, Markku ;
Repo, Timo .
INORGANICA CHIMICA ACTA, 2012, 384 :275-280
[2]   Dianion N1,N4-bis(salicylidene)-S-allyl-thiosemicarbazide complexes: Synthesis, structure, spectroscopy and thermal behavior [J].
Ahmadi, Mehdi ;
Mague, Joel T. ;
Akbari, Alireza ;
Takjoo, Reza .
POLYHEDRON, 2012, 42 (01) :128-134
[3]   NUCLEOPHILIC CATALYSIS .3. ACID-CATALYSED HYDROLYSES OF 3-PHENYL-SYDNONE AND 3-META-NITROPHENYLSYDNONE [J].
AZIZ, S ;
COCKERIL.AF .
JOURNAL OF THE CHEMICAL SOCIETY B-PHYSICAL ORGANIC, 1970, (03) :416-&
[4]   2-Phenyl-1-[4-(2-piperidine-1-yl-ethoxy)benzyl]-1H-benzimidazoles as ligands for the estrogen receptor: Synthesis and pharmacological evaluation [J].
Dettmann, Sandra ;
Szymanowitz, Katrin ;
Wellner, Anja ;
Schiedel, Anke ;
Mueller, Christa E. ;
Gust, Ronald .
BIOORGANIC & MEDICINAL CHEMISTRY, 2010, 18 (14) :4905-4916
[5]   Synthesis, characterization and chemical properties of 1-((E)-2-pyridinylmethylidene)semicarbazone manganese(II) and iron(II) complexes [J].
Garbelini, Ellery Regina ;
Martin, Maria da Graca M. B. ;
Back, Davi Fernando ;
Evans, David John ;
Mueller-Santos, Marcelo ;
Ribeiro, Ronny Rocha ;
Lang, Ernesto Schulz ;
Nunes, Fabio Souza .
JOURNAL OF MOLECULAR STRUCTURE, 2012, 1008 :35-41
[6]   Novel palladium(II) and platinum(II) complexes with 1H-benzimidazol-2-ylmethyl-N-(4-bromo-phenyl)-amine: Structural studies and anticancer activity [J].
Ghani, Nour T. Abdel ;
Mansour, Ahmed M. .
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2012, 47 :399-411
[7]   Rhenium(I) tricarbonyl complexes of salicylaldehyde semicarbazones: Synthesis, crystal structures and cytotoxicity [J].
Ho, Junming ;
Lee, Wan Yen ;
Koh, Kelvin Jin Tai ;
Lee, Peter Peng Foo ;
Yan, Yaw-Kai .
JOURNAL OF INORGANIC BIOCHEMISTRY, 2013, 119 :10-20
[8]   Synthesis and structural characterization of organotin(IV) compounds derived from the self-assembly of hydrazone Schiff base series and various alkyltin salts [J].
Hong, Min ;
Yin, Han-Dong ;
Chen, Shao-Wen ;
Wang, Da-Qi .
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2010, 695 (05) :653-662
[9]   Synthesis, spectroscopic characterization and antiproliferative evaluation in vitro of novel Schiff bases related to benzimidazoles [J].
Hranjec, Marijana ;
Starcevic, Kristina ;
Pavelic, Sandra Kraljevic ;
Lucin, Pero ;
Pavelic, Kresimir ;
Karminski Zamola, Grace .
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2011, 46 (06) :2274-2279
[10]   ALPHA-ACYL HYDRAZINES [J].
KENNER, J ;
MACKAY, K .
NATURE, 1947, 160 (4066) :465-466