Dedicated to Prof. Dr. Henning Hopf
Abstract
The remarkable structural and electronic properties of rigid non-conjugated hydrocarbons
afford attractive opportunities to design molecular building blocks for both medicinal
and material applications. The bridgehead positions provide the possibility to append
diverse functional groups at specific angles and in specific orientations. The current
review summarizes the synthetic development in CH functionalization of three rigid
scaffolds namely: (a) cubane, (b) bicyclo[1.1.1]pentane (BCP), (c) adamantane.
1 Introduction
2 Cubane
2.1 Cubane Synthesis
2.2 Cubane Functionalization
3 Bicyclo[1.1.1]pentane (BCP)
3.1 BCP Synthesis
3.2 BCP Functionalization
4 Adamantane
4.1 Adamantane Synthesis
4.2 Adamantane Functionalization
5 Conclusions and Outlook
Key words cubane - bicyclo[1.1.1]pentane - adamantane - rigid scaffolds - CH-functionalization