Radical and Diradical Formation in Naphthalene Diimides through Simple Chemical Oxidation

Sangsu Lee, Fang Miao, Hoa Phan, Tun Seng Herng, Jun Ding, Jishan Wu, Dongho Kim

Research output: Contribution to journalArticle

7 Citations (Scopus)

Abstract

We successfully synthesized, for the first time, a naphthalene diimide (NDI) radical and diradical by simple chemical oxidation using lead(IV) dioxide. The formation of the (di)radical is confirmed by UV/Vis/NIR absorption, 1H NMR, and electron paramagnetic resonance (EPR) measurements. In particular, temperature-dependent EPR, SQUID (superconducting quantum interference device) measurements, and quantum calculations demonstrated that the generated NDI diradical has a singlet diradical character of y=0.69 in the ground state. Subsequent characterization of this (di)radical revealed its stabilities, large two-photon absorption cross-section, and short excited-state lifetime.

Original languageEnglish
Pages (from-to)591-595
Number of pages5
JournalChemPhysChem
Volume18
Issue number6
DOIs
Publication statusPublished - 2017 Mar 17

Fingerprint

naphthalene
Paramagnetic resonance
Oxidation
oxidation
SQUIDs
electron paramagnetic resonance
Excited states
Ground state
Photons
Nuclear magnetic resonance
dioxides
absorption cross sections
interference
life (durability)
nuclear magnetic resonance
ground state
photons
Temperature
excitation
naphthalenediimide

All Science Journal Classification (ASJC) codes

  • Atomic and Molecular Physics, and Optics
  • Physical and Theoretical Chemistry

Cite this

Lee, Sangsu ; Miao, Fang ; Phan, Hoa ; Herng, Tun Seng ; Ding, Jun ; Wu, Jishan ; Kim, Dongho. / Radical and Diradical Formation in Naphthalene Diimides through Simple Chemical Oxidation. In: ChemPhysChem. 2017 ; Vol. 18, No. 6. pp. 591-595.
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Radical and Diradical Formation in Naphthalene Diimides through Simple Chemical Oxidation. / Lee, Sangsu; Miao, Fang; Phan, Hoa; Herng, Tun Seng; Ding, Jun; Wu, Jishan; Kim, Dongho.

In: ChemPhysChem, Vol. 18, No. 6, 17.03.2017, p. 591-595.

Research output: Contribution to journalArticle

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AU - Wu, Jishan

AU - Kim, Dongho

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AB - We successfully synthesized, for the first time, a naphthalene diimide (NDI) radical and diradical by simple chemical oxidation using lead(IV) dioxide. The formation of the (di)radical is confirmed by UV/Vis/NIR absorption, 1H NMR, and electron paramagnetic resonance (EPR) measurements. In particular, temperature-dependent EPR, SQUID (superconducting quantum interference device) measurements, and quantum calculations demonstrated that the generated NDI diradical has a singlet diradical character of y=0.69 in the ground state. Subsequent characterization of this (di)radical revealed its stabilities, large two-photon absorption cross-section, and short excited-state lifetime.

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