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Application of Fluorous Multibranched Gemini Ammonium in Organic Reactions

Author: WangWenBo
Tutor: WangLiMin
School: East China University of Science and Technology
Course: A fine synthetic chemistry and Molecular Engineering
Keywords: Multi - branch type compounds Gemini Gemini quaternary ammonium salt Kabacknick-FieldS reaction Wow derivatives
CLC: O621.25
Type: Master's thesis
Year: 2011
Downloads: 34
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Abstract


The design and synthesis of a series of papers containing long carbon chain ( fluoride ) end polybasic carboxylic multi - branch type \Behera amine as a multi-branched -shaped structure of the synthesis unit , 1,6 - diamine as a coupling unit chain of nucleophilic substitution by the introduction of long carbon (fluorine) , and by the quaternary ammonium and hydrolysis of the t-butyl ester , and ultimately obtain the target molecules for multivariate carboxyl quaternary ammonium compounds . Through into the salt of the ligand , an anion-exchange , the rare earth complexation method of modifying a derivative and a catalyst to obtain a series of ligands . Study the nature of the synthesized series ligand solubility , stability , surfactants , etc. . By TG / DTA testing , the resultant rare earth Lewis acid catalyst at 195 ℃ stable and difficult to absorb water, measured by hanging plate method series of ligand in aqueous solution in the critical micelle concentration and surface tension , and can be obtained by calculating the corresponding adsorption capacity and molecular cross-sectional area . Synthetic polycarboxylic acid ligands used in catalytic aza-Friedel-Crafts reaction , avoid the use of organic solvents and easy to recycle , and achieved good catalytic effect , up to 92% yield . The synthesis of six - carboxylic acid sodium salt as a Lewis base in the aqueous phase catalytic Mannich reaction , only a catalytic amount of catalyst ( 0.1mol % ) , i.e. to achieve a higher yield ( 90%) . Polybasic carboxylic acid ligand and the rare earth metal compound composite is used as a catalyst and as a starting material , an amine , an aldehyde , an alkynyl pot synthesis of quinoline and its derivatives, their synthesis provides a new synthetic route . Rare earth Lewis acid catalyst used in the water phase catalytic Kabacknick-Fields reaction yield of up to 90% . Preliminary exploration polybasic acid or carboxylic acid sodium ligand pigment dispersion achieved a certain effect . In addition, research triflate Sc catalytic benzylamine anthranilic acetophenone into four ring reaction , and propose a possible mechanism .

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CLC: > Mathematical sciences and chemical > Chemistry > Organic Chemistry > Organic Chemistry general issues > Properties of organic compounds > Chemical properties of organic reactions
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