Surfactants maleimide

Breslow studied the dimerisation of cyclopentadiene and the reaction between substituted maleimides and 9-(hydroxymethyl)anthracene in alcohol-water mixtures. He successfully correlated the rate constant with the solubility of the starting materials for each Diels-Alder reaction. From these relations he estimated the change in solvent accessible surface between initial state and activated complex " . Again, Breslow completely neglects hydrogen bonding interactions, but since he only studied alcohol-water mixtures, the enforced hydrophobic interactions will dominate the behaviour. Recently, also Diels-Alder reactions in dilute salt solutions in aqueous ethanol have been studied and minor rate increases have been observed Lubineau has demonstrated that addition of sugars can induce an extra acceleration of the aqueous Diels-Alder reaction . Also the effect of surfactants on Diels-Alder reactions has been studied. This topic will be extensively reviewed in Chapter 4. 

Abstract Investigations of alternate adsorption regularities of cationic polyelectrolytes a) copolymer of styrene and dimethylaminopropyl-maleimide (CSDAPM) and b) poly(diallyldimethylammonium chloride) (PDADMAC) and anionic surfactant - sodium dodecyl sulfate (SDS) on fused quartz surface were carried out by capillary electrokinetic method. The adsorption/desorption kinetics, structure and properties of adsorbed layers for both polyelectrolytes and also for the second adsorbed layer were studied in dependence on different conditions molecular weight of polyelectrolyte, surfactant and polyelectrolyte concentration, the solution flow rate through the capillary during the adsorption, adsorbed layer formation... 

A highly porous polymeric foam can be prepared through emulsion templating by polymerizing the continuous phase of high internal phase emulsions [150], A maleimide-terminated aryl ether sulfone oligomer was copolymerized with divinylbenzene in the continuous phase, using a mixed surfactants system, cetyltrimethylammonium bromide, dodecylbenzene-sulfonic acid sodium salt, and a peroxide initiator. The polymers show a CO2 adsorption and improved mechanical properties. The materials exhibit an open cell and a secondary pore structure with surface areas of a 400 m g ... 

The effect of surfactants (cetyltrimethylammonium bromide [CTAB], sodium dodecyl sulfate [SDS]) at their critical micellar concentration significantly influences the yield and diastereoselectivity of Diels-Alder reactions of acrylates with cyclopentadiene performed in water at room temperature. A recent contribution on the effects of micelle on the Diels-Alder reaction was reported by Engberts who observed that in the cycloadditions of N-substituted maleimides with cyclopentadiene, sorbyl alcohol, and sorbyl trimethyl ammonium bromide, a micellar catalysis seems to be active, but if one considers the micellar rate constant, the neat effect on the rate constant of the reaction is remarkably small. 

Monsal and coworkers have achieved the construction of pyrrolidine nucleus in the synthesis of tetrahy-dropyrrolo[3, 4 3.4]pyrrolo[2.1-fl]isoquinoline-9,ll-diones 57 derivatives in an aqueous micellar medium [53]. The S5mthesis involves a one-pot three-component reaction of variously substituted isoquinolines 54, 2-bromoacetophenone 55, and N-arylmaleimide derivatives 56 in the presence of triethylamine as a base (Scheme 18). The preliminary investigation indicated that the presence of surfactant was essential for the success of reaction. Accordingly, the reactions were carried out in cationic, anionic, and nonionic surfactants well above their critical micelle concentrations (CMC). The maximum yields were obtained in cetyltrimethylammonium bromide (CTAB) (CTABiCMC value 0.29 mM at 80mM concentration). The mechanism of formation involves an in situ generation of isoquinolinium ylides followed by [2 -h3] cycloaddition of N-aryl maleimides. 

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