Manganese (II) Chloride-Catalyzed Conjugated Addition of Amines to Electron Deficient Alkenes in Methanol-Water Medium~!2009-10-16~!2009-12-15~!2010-03-30~!

Roy, Anupam Singha; Kundu, Dhiman; Kundu, Shrishnu Kumar; Majee, Adinath; Hajra, Alakananda

doi:10.2174/1876214x01003010034

Cited by 16 publications

(5 citation statements)

References 25 publications

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“…It is also possible for amine groups of the 8-arm PEG to react with methacrylate groups of OMA by Michael addition reaction. However, since the Michael addition reaction rate is much slower (from hours to days) [27] when compared to the Schiff base reaction rate between amine and aldehyde groups and the photopolymerization, it likely occurs only to a minimal extent.…”

Section: Resultsmentioning

confidence: 99%

Single and dual crosslinked oxidized methacrylated alginate/PEG hydrogels for bioadhesive applications

2014

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A degradable, cytocompatible bioadhesive can facilitate surgical procedures and minimize patient pain and postsurgical complications. In this study, a bioadhesive hydrogel system based on oxidized, methacrylated alginate/8-arm poly(ethylene glycol) amine (OMA/PEG) has been developed, and the bioadhesive characteristics of the crosslinked OMA/PEG hydrogels are evaluated. Here, we demonstrate that the swelling behavior, degradation profiles, and storage moduli of crosslinked OMA/PEG hydrogels are tunable by varying the degree of alginate oxidation. The crosslinked OMA/PEG hydrogels exhibit cytocompatibility when cultured with human bone marrow-derived mesenchymal stem cells. In addition, the adhesion strength of these hydrogels, controllable by varying the alginate oxidation level and measured using a porcine skin model, is superior to commercially available fibrin glue. This OMA/PEG hydrogel system with controllable biodegradation and mechanical properties and adhesion strength may be a promising bioadhesive for clinical use in biomedical applications, such as drug delivery, wound closure and healing, biomedical device implantation, and tissue engineering.

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Section: Resultsmentioning

confidence: 99%

Single and dual crosslinked oxidized methacrylated alginate/PEG hydrogels for bioadhesive applications

2014

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“…In 2005, Yang et al [1] showed the ultrasound-assisted Michael addition of amines with ferrocenium under solvent-free condition at room temperature. Phenolate-catalysed aza-and thio-Michael addition in aqueous media were reported by Tamami and co-workers [2] with polymer supported Mn(II)-catalysed addition of amines with alkenes in methanol water medium, report is available in the literature [3]. Microwave-irradiated addition of amines to methyl acylates was reported in the year 2008 [4].…”

Section: Introductionmentioning

confidence: 99%

Synthesis, characterisation and non-isothermal degradation kinetics of novel poly(mono ethylene glycol dimethacrylate-co-4-aminobenzoate)

Jancirani¹,

Kohila²,

Meenarathi³

et al. 2016

Bull Mater Sci

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Synthesis of a novel co-polymer made by the addition polymerisation between MEGDMA and 4-AB by aza-Michael addition (AMA) polymerisation method is a fascinating field of research. The present investigation yielded a hazardous metal catalyst-free and toxic solvent-free methodology. The AMA polymerisation was carried out at five different [M 1 /M 2 ] values under N 2 atmosphere at 100 • C for 2 h. Thus, obtained co-polymer was characterized by Fourier transform infrared spectroscopy, UV-visible reflectance spectroscopy, X-ray diffraction, differential scanning calorimetry, thermogravimetric analysis and scanning electron microscopy (SEM). The SEM image confirmed the formation of polymer nanoparticles. The non-isothermal degradation kinetics was followed with four different models, such as Flynn-Wall-Ozawa, Auggis-Bennet, Kissinger and Friedman method. Among the models used, the Kissinger method yielded the lowest degradation kinetics. The degradation kinetics of the co-polymer was followed with the help of model-free methods. Moreover, it was critically compared with the literature.

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“…There are very few mentions of Mn(II) as Lewis acid catalyst in the literature (Horike et al 2008;Roy et al 2010). Mn(II) salts are usually described as weak Lewis acids, which may explain their almost absence in the field of Lewis acid catalysis (Cahiez et al 2001b).…”

Section: Resultsmentioning

confidence: 99%

Lewis acid catalysis and Green oxidations: sequential tandem oxidation processes induced by Mn-hyperaccumulating plants

Escande

Renard

Grison

2014

Environ Sci Pollut Res

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Among the phytotechnologies used for the reclamation of degraded mining sites, phytoextraction aims to diminish the concentration of polluting elements in contaminated soils. However, the biomass resulting from the phytoextraction processes (highly enriched in polluting elements) is too often considered as a problematic waste. The manganese-enriched biomass derived from native Mn-hyperaccumulating plants of New Caledonia was presented here as a valuable source of metallic elements of high interest in chemical catalysis. The preparation of the catalyst Eco-Mn1 and reagent Eco-Mn2 derived from Grevillea exul exul and Grevillea exul rubiginosa was investigated. Their unusual polymetallic compositions allowed to explore new reactivity of low oxidative state of manganese-Mn(II) for Eco-Mn1 and Mn(IV) for Eco-Mn2. Eco-Mn1 was used as a Lewis acid to catalyze the acetalization/elimination of aldehydes into enol ethers with high yields; a new green and stereoselective synthesis of (-)-isopulegol via the carbonyl-ene cyclization of (+)-citronellal was also performed with Eco-Mn1. Eco-Mn2 was used as a mild oxidative reagent and controlled the oxidation of aliphatic alcohols into aldehydes with quantitative yields. Oxidative cleavage was interestingly noticed when Eco-Mn2 was used in the presence of a polyol. Eco-Mn2 allowed direct oxidative iodination of ketones without using iodine, which is strongly discouraged by new environmental legislations. Finally, the combination of the properties in the Eco-Mn catalysts and reagents gave them an unprecedented potential to perform sequential tandem oxidation processes through new green syntheses of p-cymene from (-)-isopulegol and (+)-citronellal; and a new green synthesis of functionalized pyridines by in situ oxidation of 1,4-dihydropyridines.

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Manganese (II) Chloride-Catalyzed Conjugated Addition of Amines to Electron Deficient Alkenes in Methanol-Water Medium~!2009-10-16~!2009-12-15~!2010-03-30~!

Cited by 16 publications

References 25 publications

Single and dual crosslinked oxidized methacrylated alginate/PEG hydrogels for bioadhesive applications

Single and dual crosslinked oxidized methacrylated alginate/PEG hydrogels for bioadhesive applications

Synthesis, characterisation and non-isothermal degradation kinetics of novel poly(mono ethylene glycol dimethacrylate-co-4-aminobenzoate)

Lewis acid catalysis and Green oxidations: sequential tandem oxidation processes induced by Mn-hyperaccumulating plants

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