Scalable synthesis of 5,11-diethynylated indeno[1,2-b]fluorene-6,12-diones and exploration of their solid state packing

• Bradley D. Rose,
• Peter J. Santa Maria,
• Aaron G. Fix,
• Chris L. Vonnegut,
• Lev N. Zakharov,
• Sean R. Parkin and
• Michael M. Haley

Beilstein J. Org. Chem. 2014, 10, 2122–2130, doi:10.3762/bjoc.10.219

• conjugated hydrocarbons; Introduction Polycyclic conjugated hydrocarbons (PCHs) have been studied extensively due to the wide variety of physical properties that can be accessed by appropriate manipulation or “tuning” of a molecular scaffold (e.g., installation of donor/acceptor groups, inclusion of

• gram amounts of material. With this new methodology, we explored the effects on crystal packing morphology for the indeno[1,2-b]fluorene-6,12-diones by varying the substituents on the silylethynyl groups. Keywords: crystal packing; electron accepting; indenofluorenes; organic electronics; polycyclic