title: Scalable synthesis of 5,11-diethynylated indeno[1,2-b]fluorene-6,12-diones and exploration of their solid state packing.
abstract: 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.
authors.affiliation: Department of Chemistry & Biochemistry and the Materials Science Institute, University of Oregon, Eugene, Oregon 97403-1253, USA.
authors.forename: Bradley D
authors.initials: BD
authors.lastname: Rose
authors.affiliation: Department of Chemistry & Biochemistry and the Materials Science Institute, University of Oregon, Eugene, Oregon 97403-1253, USA.
authors.forename: Peter J
authors.initials: PJ
authors.lastname: Santa Maria
authors.affiliation: Department of Chemistry & Biochemistry and the Materials Science Institute, University of Oregon, Eugene, Oregon 97403-1253, USA.
authors.forename: Aaron G
authors.initials: AG
authors.lastname: Fix
authors.affiliation: Department of Chemistry & Biochemistry and the Materials Science Institute, University of Oregon, Eugene, Oregon 97403-1253, USA.
authors.forename: Chris L
authors.initials: CL
authors.lastname: Vonnegut
authors.affiliation: CAMCOR, University of Oregon, 1443 East 13th Avenue, Eugene, Oregon 97403, USA.
authors.forename: Lev N
authors.initials: LN
authors.lastname: Zakharov
authors.affiliation: Department of Chemistry, University of Kentucky, Lexington, Kentucky 40506-0055, USA.
authors.forename: Sean R
authors.initials: SR
authors.lastname: Parkin
authors.affiliation: Department of Chemistry & Biochemistry and the Materials Science Institute, University of Oregon, Eugene, Oregon 97403-1253, USA.
authors.forename: Michael M
authors.initials: MM
authors.lastname: Haley
keywords: crystal packing; electron accepting; indenofluorenes; organic electronics; polycyclic conjugated hydrocarbons