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 journalArticlepeer-review

17 Citations (Scopus)


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
Issue number6
Publication statusPublished - 2017 Mar 17

Bibliographical note

Publisher Copyright:
© 2017 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim

All Science Journal Classification (ASJC) codes

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


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