We have been interested in the use of cyclopenta[l,m,n]phenanthrenes 1 as precursors for the large scale preparation of corannulene 2. Compounds related to 1 may also be of interest as protecting groups or for materials applications, like the related fluorenes. We have developed syntheses of the parent compound 1 (R=H) and the carboxylic acid (R=CO2H) from inexpensive, commercially available materials. Our methods do not rely on the use of diazomethane and are amenable to large scale production. We have achieved the alkylation of the methylene group in 1 by anionic or radical reactions. Our progress in converting these derivatives into 2 will be reported.

Improved syntheses of cyclopenta[l,m,n]phenanthrenes: Precursors for large scale preparation of corannulene

255th National Meeting (2018)

The official archive and repository for all ACS Meetings & Expositions abstracts and select posters or presentations.