Direct palladium-catalyzed aromatic fluorination

A palladium complex that comprises a moiety, wherein the moiety is represented by:

• wherein:
• R1, R2, R3, R4, R5, R6, R7, and R8 are independently selected from the group consisting of hydrogen, halogen, acyl, substituted or unsubstituted alkyl, substituted or unsubstituted alkenyl, substituted or unsubstituted alkynyl, substituted or unsubstituted carbocyclyl, substituted or unsubstituted heterocyclyl, substituted or unsubstituted aryl, substituted or unsubstituted heteroaryl, —OR, —N(R)2, —SR, —CN, —SCN, —C(═NR)R, —C(═NR)OR, —C(═NR)N(R)2, —C(═O)R, —C(═O)OR, —C(═O)N(R)2, —NO2, —NRC(═O)R, —NRC(═O)OR, —NRC(═O)N(R)2, —OC(═O)R, —OC(═O)OR, —OC(═O)N(R)2, —SO3H, and —NR3+Y′, wherein Y′ is an anionic counterion;
• R9, R10, R11, R12, R13, R14, R15, R16, R17, and R18 are independently selected from the group consisting of hydrogen, halogen, acyl, substituted or unsubstituted alkyl, substituted or unsubstituted alkenyl, substituted or unsubstituted alkynyl, substituted or unsubstituted carbocyclyl, substituted or unsubstituted heterocyclyl, substituted or unsubstituted aryl, substituted or unsubstituted heteroaryl, —OR, —N(R)2, —SR, —CN, —SCN, —C(═NR)R, —C(═NR)OR, —C(═NR)N(R)2, —C(═O)R, —C(═O)OR, —C(═O)N(R)2, —NO2, —NRC(═O)R, —NRC(═O)OR, —NRC(═O)N(R)2, —OC(═O)R, —OC(═O)OR, —OC(═O)N(R)2, —SO3H, and —NR3+Y′, wherein Y′ is an anionic counterion;
• and
• each instance of R is independently hydrogen, substituted or unsubstituted alkyl, substituted or unsubstituted alkenyl, substituted or unsubstituted alkynyl, substituted or unsubstituted carbocyclyl, substituted or unsubstituted heterocyclyl, substituted or unsubstituted aryl, substituted or unsubstituted heteroaryl, a nitrogen protecting group when attached to a nitrogen atom, an oxygen protecting group when attached to an oxygen atom, or a sulfur protecting group when attached to a sulfur atom, or two instances of R attached to the same nitrogen atom are joined to form a substituted or unsubstituted heterocyclic or substituted or unsubstituted heteroaryl ring.