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Updated: Dec 22, 2025

Microwave-assisted Intramolecular Dehydrogenative Diels-Alder Reactions for the Synthesis of Functionalized Naphthalenes/Solvatochromic Dyes
Published on: April 1, 2013
Synthesis of Stable, High-SOMO Zwitterionic Radicals: Enabling Intermolecular Electron Transfer between
Jyoti Shukla1, Sharvan Kumar1, Rustam1
1Supramolecular and Material Chemistry Lab, School of Physical Sciences, Jawaharlal Nehru University, New Delhi 110067, India.
Abstract:
Synthesis to enhance the electron donor ability of organic radicals has not been attempted due to reactivity challenges. Herein, naphthalenediimide-based (NDI•±) zwitterionic radicals are synthesized and isolated bestowing SOMO levels up to -4.04 eV. As a result, reduction of the NDI is realized with NDI•± radicals in their ground states. Notably, reduction of the NDI unit applying a π-electron donor is unprecedented and has been limited to inorganic/organometallic reagents or by light-driven excited states.
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