Bicyclic-Ammonium-Incorporated Ylidic Nitrogen Groups for Strong π-Electron Donation in Push–Pull Benzene π-Conjugated Systems

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Abstract
Ylidic nitrogen-based π-electron-donating groups, (quinuclidinio)amidyl (QA) and (1-azanorbornanio)amidyl (ANA) groups, were developed to shift the absorption of push-pull benzenes toward longer wavelengths. Changing the pyrrolidinyl group to the QA or ANA group achieved a bathochromic shift of 45-100 nm in the maximum absorption wavelength, depending on the push-pull π-conjugated system investigated (p-nitrobenzene, 1,8-naphthalimide, and an azo dye).
Funding Information
  • Japan Society for the Promotion of Science (19K23798, 21K15222, 23K14320, 23K18180)
  • Support for Pioneering Research Initiated by the Next Generation (JPMJSP2135)

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