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

doi:10.1002/cphc.201700015

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

Department of Chemistry

Research output: Contribution to journal › Article

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 language	English
Pages (from-to)	591-595
Number of pages	5
Journal	ChemPhysChem
Volume	18
Issue number	6
DOIs	https://doi.org/10.1002/cphc.201700015
Publication status	Published - 2017 Mar 17

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All Science Journal Classification (ASJC) codes

Atomic and Molecular Physics, and Optics
Physical and Theoretical Chemistry

Cite this

Lee, S., Miao, F., Phan, H., Herng, T. S., Ding, J., Wu, J., & Kim, D. (2017). Radical and Diradical Formation in Naphthalene Diimides through Simple Chemical Oxidation. ChemPhysChem, 18(6), 591-595. https://doi.org/10.1002/cphc.201700015

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10.1002/cphc.201700015