Recently, pressure-induced/accelerated reaction has been more frequently applied in synthesis, especially in organic synthesis in solid state. Advantages of such reactions include high yield, convenient work-up, and �green� process. It is normally thought that pressure-induced/accelerated reaction works via the change of the cell volume, which tends to shrink under high pressure. Herein we developed a supramolecular system by using two non-covalent interactions--electrostatic and arene-perfluoroarene interaction--to pre-organize the azide and alkyne functionality in crystalline state. Upon applying pressure, the cycloaddition reaction between azide and alkyne was accelerated. X-ray diffraction, Raman, FT-IR, NMR were used to characterize the structures of assembly and identify the interactions. This system provides a good example of pressure-accelerated reaction with high regioselectivity resulted from the suitable packing through careful design by using two non-covalent interactions.

Pressure-accelerated cycloaddtion of azide and alkyne in crystalline state

243rd National Meeting (2012)

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