Seeking a general method to produce oligorylenes via peri-coupling, a synthetic method was developed to prepare perylene from 1,8-dihalonaphthalenes.  After optimizing conditions, organometallic reagents prepared from 1,8-dibromonaphthalene can be homocoupled in up to 54% yield from a Grignard reagent and a stoichiometric oxidant.  The scope was explored with the goal of producing novel fluorescent sensors for transition metal ions.

Peri-coupling of organometallic reagents for the synthesis of perylenes and oligorylenes

255th National Meeting (2018)

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