Study On The Synthesis Of 4,4'-bispyridine Salt By Method Of Melt Solid State And Study Of Molecular Shuttle's Synthesis

Molecular shuttle locate foreland research field in organic chemistry, they are composed of one cyclic compound and a dumbbell-shaped compound. Dumbbell- shaped compounds are the key building-blocks to buildup molecular shuttles. This text summed up the types of the dumbbell-shaped compounds which contents 4, 4 ' - bispyridine and their synthesis methods which now were reported by literatures. The text pointed out that the reported synthesis methods used anhydrous ethanol as solvents, and heated under reflux for several days, commonly, had low yield as well as outgrowth at the same time. So it's difficult to separate and purify. We have designed and synthesized a new kind of dumbbell-shaped compounds through melt solid state, i.e. with a kind of dumbbell-shaped compound that is bridged by o-biphenmethyl, this response enables 4, 4 ' -bispyridine become salt, form one or more molecular recognition station of poor electron order, finish the foundation for assembly of molecular shuttle. Have discussed to the method of synthesis, have carried on research to the properties of all kinds of intermediates.The problem of environment has already been the important question to human being. In order to settle the problem of polluted environment, chemists have advanced green organic synthesis. The text summarized the theory of green synthesis and the measure and technique realized the green synthesis. The tradition organic synthesis commonly use solvent, some poisonous solvents can volatilizate and cause the environment polluted. Solvent-free organic synthesis is newly springing up and it is an important method to settle the pollution. This text summed up some newly and model reaction types, and pointed out the merits and foreground who would apply to organic synthesis. Due to the character of reaction of solid state, Majority of solid state reactions have higher efficiency and better selectivity than the reactions in solvent.Because the request of green organic synthesis, and the traditional reactions which synthesis dumbbell-shaped compounds needed long time and separated difficulty, We have designed a method to enables 4, 4 ' -bispyridine and sulfonic easter become salt by melt solid state. The method to synthesis the dumbbell-shaped compounds needs shorter time, has higher yield and works up easily. at the same time the text prospected it's broad application foreground.We have designed and synthesized a new kind of dumbbell-shaped compounds through melt solid state, i.e. with a kind of dumbbell-shaped compound that is bridged by o-biphenmethyl, this response enables 4, 4 ' -bispyridine become salt, form one or more molecular recognition station of poor electron order, finish the foundation for assembly of molecular shuttle. It was proved that the reaction time become short, the process we purified the production become easy, the yield of the production become higher than traditional synthesis in solvents. The work of this text exploited a high efficiency and speediness way for synthesizing dumbbell-shaped compounds.We have designed and synthesized two types of molecular shuttle which were synthesized whit the 2, 2'–bispyridine, and have carried on research to its 1H MNR property. We have compared the chemical displacement of 3 types hydrogen of aromatic ring, methylene on ether and bispyridine in two kinds of molecular shuttles and dumbbell-shaped compound, the result indicates that the molecular recognition station of bispyridine complexation of ether, the density of electronatmosphere increases, which can enable the chemical displacement of 1H NMR of 4, 4 '– bispyridine to move to the high field.At last, the structures of all compounds had been characterized by 1HNMR.