This review aims to discuss organic semiconductors constructed on dihydroindenofluorene positional isomers, which are key molecular scaffolds in organic electronics. Bridged oligophenylenes are key organic semiconductors that have allowed the development of organic electronic technologies. Dihydroindenofluorenes (DHIFs) belong to the family of bridged oligophenylenes constructed on a terphenyl backbone. They have proven to be very promising building blocks for the construction of highly efficient organic semiconductors for all OE devices, namely organic light emitting diodes (OLEDs), phosphorescent OLEDs, organic field-effect transistors (OFETs), solar cells, etc. The five DHIF cores on which are constructed DHIF-based organic semiconductors used as active materials for organic electronics.