title: Synthesis of 1,3-diphenyl-6-alkyl/aryl-substituted fulvene chromophores: observation of π-π interactions in a 6-pyrene-substituted 1,3-diphenylfulvene.
abstract: The synthesis, structural, and electronic properties of nine 1,3-diphenyl-6-alkyl/aryl substituted pentafulvenes were studied. Pyrene ring π-π interactions were revealed from analysis of the experimental crystal packing of 1,3-diphenyl-6-(1-pyrene)fulvene and supporting DFT calculations. Photophysical properties derived from UV-vis and fluorescence emission measurements demonstrated tunable and low HOMO-LUMO band gaps for the series. The presented results point to a model synthetic approach for incorporation of extended π systems and donor-π-acceptor groups for fulvene-based electronic materials.
authors: Department of Chemistry, United States Air Force Academy, USAF Academy, Colorado 80840, USA.
authors: Andrew J
authors: AJ
authors: Peloquin
authors: Rebecca L
authors: RL
authors: Stone
authors: Sarah E
authors: SE
authors: Avila
authors: Erlyn R
authors: ER
authors: Rudico
authors: Christopher B
authors: CB
authors: Horn
authors: Kim A
authors: KA
authors: Gardner
authors: David W
authors: DW
authors: Ball
authors: Jane E B
authors: JE
authors: Johnson
authors: Scott T
authors: ST
authors: Iacono
authors: Gary J
authors: GJ
authors: Balaich
mesh_terms: D004396:Coloring Agents / Q000138:chemical synthesis* / Q000737:chemistry; D003517:Cyclopentanes / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D013237:Stereoisomerism
chemical_list: D004396:Coloring Agents; D003517:Cyclopentanes; C017332:fulvene