Synthesis of Highly Dipolar, Zwitterionic Naphthalene Diimides: Access to Stable, Six-State Amphoteric-Redox Property, and Large NLO Response
Highly dipolar molecules are crucial in areas of optics, energy, etc. However, their effective design, synthesis, and purification remain a challenge. Herein, we report the synthesis of highly dipolar zwitterions by successive ArS<sub>N</sub> reactions via C-C and C-N bond formation to pivot donor and acceptor at the NDI core. The zwitterions reveal a large nonlinear optical response, excited-state dipole moments up to 47 D, which is one of the largest observed in arylene diimides.
Authors
- Manabendra Chandra (ORCID: https://orcid.org/0000-0002-5272-4591)
- Yogendra Kumar (ORCID: https://orcid.org/0000-0002-2342-0724)
- Pritam Mukhopadhyay (ORCID: https://orcid.org/0000-0002-3073-6719)
- Mrigank Singh Verma (ORCID: https://orcid.org/0000-0001-8149-0774)
- Sudhir Kumar Keshri (ORCID: https://orcid.org/0000-0002-7377-9305)
- Bidhan Hazra
Institutions
- Jawaharlal Nehru University (IN)
- Indian Institute of Technology Kanpur (IN)
Publication Details
- Journal
- The Journal of Organic Chemistry
- Published
- 2025-05-26
- DOI
- https://doi.org/10.1021/acs.joc.5c00362
- Primary Topic
- Nonlinear Optical Materials Research
- Type
- article
- Field-Weighted Citation Impact
- 0.00
Funders
- Science and Engineering Research Board