The invention discloses a functionalized planar chiral
pillararene and a preparation method and application thereof, the functionalized planar chiral
pillararene comprises a compound I, a compound II, a compound III, a compound IV, a compound V and a compound VI, and also comprises stereoisomers of the compound I, the compound II, the compound III, the compound IV, the compound V or the compound VI; the preparation method comprises the following steps: adding an organic
boron compound, a
palladium catalyst, a
chiral ligand, alkali and column [n] arene into a
solvent according to a certain proportion, carrying out an anaerobic heating reaction, and after the reaction is finished, carrying out post-treatment to obtain the chiral column arene derivative. When n is equal to 5, the column [n] arene is a compound VII, and when n is equal to 6, the column [n] arene is a compound VIII. According to the functionalized surface chiral
pillararene and the preparation method and application thereof, the chiral pillararene derivative with high yield, high ee value, high optical activity, excellent
fluorescence emission performance and large
electron-rich cavity is obtained, and the chiral pillararene derivative can be used as a chiral
luminescent material, a chiral catalyst carrier and the like.