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Phenylene-derived nanoring molecules have attracted the attention of synthetic chemists due to their unique radially conjugated structural features
Azo compounds have unique photophysical and chemical properties and are mainly used in dyes and light-responsive materials.
In this work, the synthetic route of the designed new perbenzoxane molecule consists of two parts: using the configuration tetrasubstituted trans-azobenzene as a template, and using an intramolecular double-closed ring strategy to rapidly construct an azo-containing azo-containing 5-step reaction The covalently interlocked catenane precursor molecule of the template; continuous chemical bond cleavage achieves traceless removal of the azo template, using samarium diiodide as a reducing agent to efficiently cut the core azo bond with an isolated yield of 84%, and then pass The target catenane molecule is obtained by the diazo-deamination reaction
The azo group developed in this work serves as a "traceless" conjugated template to construct a novel perbenzone molecule, which provides a new strategy for the synthesis of conjugated catenane molecules and inspires the design of new interlocking molecules.
synthetic design
synthetic route