6533b861fe1ef96bd12c5895

RESEARCH PRODUCT

Fluoreno[2,1-a]fluorene: an ortho-naphthoquinodimethane-based system with partial diradical character.

José L. ZafraMauricio PavanoDerik K. FrantzAshley Ringer McdonaldHannah E. HashimotoJames E. WoodKyle M. D’ambrosioVerònica PostilsCarlos J. Gómez-garcíaJuan CasadoConerd K. FredericksonAllison S. HackerDavid Casanova

subject

Materials scienceFluorene010402 general chemistry01 natural sciencesQuantum chemistryCatalysischemistry.chemical_compoundsymbols.namesakebiology.animalMaterials ChemistryMoleculeSpectroscopySquidbiology010405 organic chemistryDiradicalMetals and AlloysGeneral Chemistry0104 chemical sciencesSurfaces Coatings and FilmsElectronic Optical and Magnetic MaterialsCrystallographyCharacter (mathematics)chemistryCeramics and CompositessymbolsRaman spectroscopy

description

Fluoreno[2,1-a]fluorene, a molecule comprising fused ortho-quinodimethane units in a 1,5-napthoquinodimethane core, has been prepared and investigated with spectroscopy (UV-Vis-NIR, 1H-NMR and Raman), SQUID magnetometry, spectroelectrochemistry and quantum chemistry. While para-quinodimethanes with a 2,6-substitution pattern exist as closed-shell species and meta-quinodimethanes with 2,7-substitution favour a ground electronic state with very large diradical character, our 1,5-substituted ortho-naphthoquinodimethane-based system exhibits an intermediate degree of diradical character.

yearjournalcountryeditionlanguage
2019-11-09Chemical communications (Cambridge, England)
10.1039/c9cc07474khttps://pubmed.ncbi.nlm.nih.gov/31701965