6533b82dfe1ef96bd1290953

RESEARCH PRODUCT

Regioselective Hydrogenation of a 60-Carbon Nanographene Molecule toward a Circumbiphenyl Core.

Christopher D. SimpsonGiuseppe M. PaternòKlaus MüllenKlaus MüllenXuelin YaoMark D. WatsonGiulio CerulloXiao-ye WangAkimitsu NaritaAkimitsu NaritaMichele GuizzardiFrancesco ScotognellaFrancesco ScotognellaManfred Wagner

subject

Absorption spectroscopyChemistryCommunicationChemistry (all)RegioselectivityGeneral Chemistry010402 general chemistryMass spectrometryPhotochemistryCatalysis; Chemistry (all); Biochemistry; Colloid and Surface Chemistry01 natural sciencesBiochemistryCatalysis0104 chemical sciencesCatalysissymbols.namesakeColloid and Surface ChemistryUltrafast laser spectroscopysymbolsMoleculeStimulated emissionRaman spectroscopy

description

Regioselective peripheral hydrogenation of a nanographene molecule with 60 contiguous sp2 carbons provides unprecedented access to peralkylated circumbiphenyl (1). Conversion to the circumbiphenyl core structure was unambiguously validated by MALDI-TOF mass spectrometry, NMR, FT-IR, and Raman spectroscopy. UV–vis absorption spectra and DFT calculations demonstrated the significant change of the optoelectronic properties upon peripheral hydrogenation. Stimulated emission from 1, observed via ultrafast transient absorption measurements, indicates potential as an optical gain material.

yearjournalcountryeditionlanguage
2019-02-23Journal of the American Chemical Society
10.1021/jacs.9b00384https://pubmed.ncbi.nlm.nih.gov/30794391