Application Of Functionalized β-Cyclodextrin In The Catalytic Synthesis Of α,β-acetylenic Carbonyls And α,β-alkynyl Amines

β-cyclodextrin(β-CD) has an especial cavity witch hydrophilic inside and hydrophobic outside, the cavity can form host guest inclusion complexes with small organic molecules, catalyzing organic reaction smoothly. β-CD can improve the solubility in water of the substrate as phase transfer catalyst, catalytic organic reactions in aqueous phase, avoid the use of organic solvent. Bcause β-CD is big and chiral molecule, it can catalysize asymmetric synthesis and improve the reaction selectivity. At the same time, cyclodextrin has structure rigidity, insoluble in organic solvents, its catalytic activity is limited, these defects limit its application in catalyzing organic reaction. By modifying the β-CD, increase the functional type and quantity, improve the catalytic activity of catalysis of organic reactions, can effectively expand the application scope of β-CD in the organic synthesis reaction.Therefore, it has very impotant research value and application significance to develop efficient and highly selective cyclodextrin derivatives for the synthesis of organic synthesis.In this paper, first, we use an organic base of hydrochloric acid to modify the β-CD,and get the β-CD derivatives of β-CD-G, complexation with metal ion Cu+, obtain the catalyst β-CD-G-CuBr, the catalysts were characterized in detail. The catalytic performance of under microwave irradiation heating conditions coupling reactions of alkyne and chloride was investigated and exploring the catalytic mechanism of the catalyst. Under the optimal conditions, synthesis of a series of α,β-acetylenic carbonyl derivatives and yield between 78% and 93%.Then, we use of melamine witch is rich in N atoms to modified β-CD, and get theβ-CD derivatives of β-CD-M, complexation with metal ions Cu2+, obtain the catalystβ-CD-M-CuCl2. The catalysts were characterized in detail. The catalytic performance of A3 reaction under microwave assisted heating was investigated, and the catalytic mechanism of the catalyst was investigated. Under the optimum conditions, a series of α,β-alkynyl amine compounds were synthesized, and the yield was above 83%.Finally, for the β-cyclodextrin catalyst we have obtained is difficult to be recycled and reused, we using the co-precipitation method, the β-CD-M-CuCl2 immobilized onthe Fe3O4 nanoparticles, get the magnetic heterogeneous catalysts Fe3O4-β-CD-MCuCl2. The catalysts were characterized in detail, and the catalytic activity and magnetic response ability of the catalysts in A3 reaction was investigated. The catalyst can be collected at 15 s under magnetic field, and the yield of the reaction still reach84% after the catalyst 6 times of recycling.