The Design And Synthesis Of Cyclophynes Like Dumbbell With Template

The synthesis of cyclophynes and their applications in various fields are reviewed in this paper based on a large number of references. After several decades'development, the chemistry of cyclophynes has become a major component of supramolecular chemistry, of molecular recognition, of the building blocks for organic catalysts, receptor models, crown ethers, cryptands and of carbon-rich chemistry. The chemistry of cyclophynes having carbon–carbon triple bond bridges has been one of the most actively investigated fields in modern cyclophane chemistry, particularly in connection with the evolving fields of carbon-rich materials and shapepersistent macrocyclic compounds.The properties of cyclophynes are characterized by the geometric and electronic properties of triple bonds and the substitution pattern of the aromatic rings. With regard to the geometrical properties, the macrocyclic frameworks of cyclophynes can be expanded by incorporation of triple bonds because of their linearity. The substitution pattern of the aromatic rings, on the other hand, fixes the direction of the bridging triple bonds, defining the whole molecular shape. As a result, a variety of two- and three-dimensional architectures can be built by connecting aromatic rings with triple bond linkages. On the other hand, nonplanar macrocycles of this type have been studied with regard to their conformation, chirality, and their potential application to liquid crystalline and sensing materials. Some highly unsaturated members of this type of compound have been shown to serve as precursors of ordered carbon materials. The previous work of our lab was described, and a series of new type of cyclophynes and their derivatives were designed and synthesized.In the second chapter, several enantiopure Dumbbell-compounds [(R,P),(R,P)]-79~82 and dentritic compounds [(R,P),(R,P),(R,P)]-84~86 with helical units were synthesized from (R)-2,2′-dihydroxy-1,1′-binaphthyl(BINOL) by Sonogashira coupling reaction. In the structures of these compounds, cyclophyne bearing helical structure and rigid phenylethynyl were used as the ball of dumbbell and linking bridge. And their space models were given using Chem3D. The molecular sizes of compounds 79-82 are 2-3 nm, which makes these compounds have potential application as nanomaterials.