“…of using crown ether has been demonstrated in the generation of ion pairs in non-polar solvents via thermal alkali metal reduction in the presence of crown ether[37,38]. Furthermore, by carefully choosing the crown ether, the contact ion pair of p_-quinone can be observed in benzene by photolyzing the solution of quinone in the presence of both alkali metal alkoxide and crown ether[39], as shown below. ) A limitation of this photochemical process becomes apparent when the ionic dissociation constants of the alkali metal salts of tetraphenylborates in a given solvent are compared.…”