Catalytic role of sodium dodecyl sulfate: Selective synthesis of 1, 2-disubstituted benzimidazoles in water

Ghosh, Pranab; Mandal, Amit Kumar

doi:10.1016/j.catcom.2011.01.005

Cited by 41 publications

(17 citation statements)

References 31 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…ischemia-reperfusion injury (Ogino et al, 2008), hypertension (Shah, Sharma, Bansal, Bansal, & Singh, 2008), obesity (Ghosh & Mandal, 2011), etc. has been recently reported.…”

Section: Public Interest Statementmentioning

confidence: 99%

Polyethylene glycol (PEG-400): An efficient medium for the synthesis of 1,2-disubstituted benzimidazoles

et al. 2015

View full text Add to dashboard Cite

show abstract

“…ischemia-reperfusion injury (Ogino et al, 2008), hypertension (Shah, Sharma, Bansal, Bansal, & Singh, 2008), obesity (Ghosh & Mandal, 2011), etc. has been recently reported.…”

Section: Public Interest Statementmentioning

confidence: 99%

Polyethylene glycol (PEG-400): An efficient medium for the synthesis of 1,2-disubstituted benzimidazoles

et al. 2015

View full text Add to dashboard Cite

show abstract

“…33 Benzimidazole compounds have been known as promising biologically active agents. The fact that 5,6-dimethylbenzimidazole is a component of natural vitamin B12 triggered the interest of researchers toward benzimidazole derivatives.…”

Section: Structural Descriptionmentioning

confidence: 99%

Synthesis, X-ray structural features, DFT calculations and fluorescence studies of a new pyridoxal-benzimidazole ligand and its respective molybdenum complex

et al. 2014

View full text Add to dashboard Cite

Pyridoxal hydrochloride reacts with 1,2-phenylenediamine to give 4-(1H-benzimidazol-2-yl)-5-(hydroxymethyl)-2-methylpyridin-3-ol hydrochloride (BIMIPY, 1). The reaction of 1 with bis(acetylacetonato)-dioxidomolybdenum(VI) leads to the formation of the complex [(MoO 2 ) 2 (H 2 O) 2 (m-O)(BIMIPY-H + ) 2 ]Á4DMSOÁ 2H 2 O (2). In the binuclear complex the metal centers attain a distorted octahedral geometry; a water molecule coordinates to each Mo atom and two imidazolic ligands chelate two MoO 2 +2 ions. The sixth coordination position in complex 2 is accomplished by a m-oxido ligand, with an inversion center, which connects two moieties of [(MoO 2 )(H 2 O)(BIMIPY-H + )] to a dinuclear species. Secondary, intermolecular hydrogen bonds support the growth of the supramolecular assembly of the Mo complex. Mechanisms for the formation of the functionalized benzimidazole ligand are also proposed and discussed. First principles DFT calculations of reactivity indexes are used to investigate a possible mechanism leading from the benzimidazole to a dimeric complex involving (MoO 2 +2 ) molecules and an oxido bridge ligand. Further, the expected fluorescence of the complex is absent, due to decomposition of the complex in solution. On the other hand, an experimental investigation of the photophysical properties of the ligand shows that it is fluorescent. Time dependent density functional theory calculations are performed to characterize the absorption and fluorescence spectra of the ligand.

show abstract

“…The selectivity in forming 1,2-diaryl benzimidazole and 2-aryl benzimidazole has high interest in the literature studies [24][25][26][27][28][29][30][31][32][33]. In the literature, there are more methods for synthesizing 1,2-diaryl benzimidazoles [24][25][26][27][28][29][30] compared to preparing 2-aryl benzimidazoles with ideal selectivity [31][32][33].…”

Section: Introductionmentioning

confidence: 98%

“…In the literature, there are more methods for synthesizing 1,2-diaryl benzimidazoles [24][25][26][27][28][29][30] compared to preparing 2-aryl benzimidazoles with ideal selectivity [31][32][33]. A careful analysis of the existing literature indicates that not many studies have been conducted at understanding the synthesis of benzimidazole derivatives by the condensation of o-phenylenediamine (o-PD) and aromatic aldehydes in different solvents using copper modified manganese oxides as a catalyst.…”

Section: Introductionmentioning

confidence: 98%

Copper doped K-birnessite as an efficient catalyst for the synthesis of 2-aryl benzimidazoles

Eren

Gümüş

2014

Reac Kinet Mech Cat

View full text Add to dashboard Cite

In this study, an efficient and highly selective synthesis of 2-aryl benzimidazoles from the reaction of o-phenylenediamine and aromatic aldehydes in the presence of birnessite type copper doped manganese oxide (BCM) is reported. BCM was synthesized by the one-step hydrothermal method. Recycling of BCM up to five runs was investigated with appreciable yield and selectivity of the products. The best overall yields and selectivities were obtained in methanol. The crystal structure and thermal stability of BCM are characterized by using XRD, IR and thermal analysis techniques. The acid sites of BCM were investigated by IR using pyridine as a molecular probe. The improved catalytic activity observed in the BCM catalyst was associated to a high lattice oxygen mobility and availability due to the formation of Cu-O-Mn bridges.

show abstract

Catalytic role of sodium dodecyl sulfate: Selective synthesis of 1, 2-disubstituted benzimidazoles in water

Cited by 41 publications

References 31 publications

Polyethylene glycol (PEG-400): An efficient medium for the synthesis of 1,2-disubstituted benzimidazoles

Polyethylene glycol (PEG-400): An efficient medium for the synthesis of 1,2-disubstituted benzimidazoles

Synthesis, X-ray structural features, DFT calculations and fluorescence studies of a new pyridoxal-benzimidazole ligand and its respective molybdenum complex

Copper doped K-birnessite as an efficient catalyst for the synthesis of 2-aryl benzimidazoles

Contact Info

Product

Resources

About