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

• DOI: 10.3762/bjoc.10.219
• Publication Date: 2014-09-05T09:52:04Z
• Authors: Bradley D Rose; Peter J Santa Maria; Aaron G Fix; Chris L Vonnegut; Lev N Zakharov; Sean R Parkin; Michael M Haley
• Keywords: indenofluorenes; Science; Q; polycyclic conjugated hydrocarbons; Organic chemistry; 01 natural sciences; Full Research Paper; 0104 chemical sciences; organic electronics; QD241-441; electron accepting; crystal packing

We report a new synthetic route to 5,11-disubstituted indeno[1,2-b]fluorene-6,12-diones that is amenable to larger scale reactions, allowing for the preparation 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.