通过简单化学氧化在萘二亚胺中形成自由基和双自由基。
Radical and Diradical Formation in Naphthalene Diimides through Simple Chemical Oxidation.
作者信息
Lee Sangsu, Miao Fang, Phan Hoa, Herng Tun Seng, Ding Jun, Wu Jishan, Kim Dongho
机构信息
Department of Chemistry and Spectroscopy, Laboratory for Functional π-Electronic Systems, Yonsei University, Seoul, 03722, Korea.
Department of Chemistry, National University of Singapore, 3 Science Drive 3, 117543, Singapore, Singapore.
出版信息
Chemphyschem. 2017 Mar 17;18(6):591-595. doi: 10.1002/cphc.201700015. Epub 2017 Feb 1.
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, H 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.
我们首次通过使用二氧化铅进行简单化学氧化成功合成了萘二亚胺（NDI）自由基和双自由基。通过紫外/可见/近红外吸收、¹H NMR和电子顺磁共振（EPR）测量证实了（双）自由基的形成。特别是，变温EPR、超导量子干涉装置（SQUID）测量和量子计算表明，所生成的NDI双自由基在基态具有y = 0.69的单重双自由基特征。对该（双）自由基的后续表征揭示了其稳定性、大的双光子吸收截面和短的激发态寿命。
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