645-66-9Relevant articles and documents
Synthesis of Succinic Gemini Surfactants and the Effect of Stereochemistry on Their Monolayer Behaviors
Kawase, Tokuzo,Kagawa-Ohara, Maiko,Aisaka, Tsunetomo,Oida, Tatsuo
, p. 615 - 627 (2015)
In this work, succinic gemini surfactants, dl- and meso-2,3-bis(alkyl)succinic acids (alkyl: C6H13-C13H27), were successfully synthesized by oxidative coupling of enolates of fatty acid tert-butyl esters with copper(II) bromide followed by treatment with CF3COOH. Focusing on the influence of stereochemistry (dl- and meso-) of succinic geminis, their monolayer behaviors at the air-water interface were explored using surface pressure-area (Π-A) isotherms, the compression modulus of monolayers (εs), and Brewster angle microscope (BAM) analysis. meso-2,3-Bis(undecyl)succinic acid showed a unique isotherm where the surface pressure drastically decreased at A = ~0.56 nm2 (Π = 21.9 mN m-1) regardless of compression rates and subphase temperatures, while dl-isomer showed the common isotherm of gas → liquid-expanded → liquid-condensed phase transitions. BAM analysis on meso-2,3-bis(undecyl)succinic acid films at the air-water interface showed that small islands of aggregates appear just after the maximum pressure (A = ~0.56 nm2), and on further compression needle-shaped assemblies appear that can grow in size. It was reasonably concluded that hydrophobic interactions can operate more effectively in meso-isomers than in dl-isomers, and that meso-molecules can "jump up" to cause a transition from monolayer to bilayer. This is the first finding of the "jumping-up" phenomenon of gemini surfactants having meso-stereochemistry.
Nickel catalyzed decarboxylative alkylation of aryl triflates with anhydrides
Chen, Hui,Liao, Xuebin
, p. 4186 - 4191 (2019/06/18)
Aliphatic acid anhydrides are the versatile building blocks and the new method for the conversion of anhydrides is thus of great significance. Herein, we report the decarboxylative alkylation of aryl triflates with aliphatic acid anhydrides via nickel catalysis. This novel method provides a facile access to construct Csp2-Csp3 bond. In addition, this method is compatible with a broad array of functional groups and exhibits good substrates scope.
Synthesis of symmetric anhydrides using visible light-mediated photoredox catalysis
Konieczynska, Marlena D.,Dai, Chunhui,Stephenson, Corey R. J.
supporting information; experimental part, p. 4509 - 4511 (2012/07/31)
A new approach to anhydride formation is reported via activation of C-O bonds by the Vilsmeier-Haack reagent formed by Ru(bpy)3Cl2 and CBr4 in DMF. Various aryl and alkyl carboxylic acids are converted to the corresponding anhydrides in excellent yields.