Tuning the aromatic backbone twist in dipyrrolonaphthyridinediones

Bartłomiej Sadowski, Dominik Mierzwa, Seongsoo Kang, Marek Grzybowski, Yevgen M. Poronik, Andrzej L. Sobolewski, Dongho Kim, Daniel T. Gryko

Research output: Contribution to journalArticlepeer-review


This communication describes the photophysical behavior of three analogs of cyclophane bearing the dipyrrolonaphthyridinedione (DPND) core. In these molecules, intersystem crossing (ISC) can be successfully induced by distinct changes in the deviation from planarity within the DPND core, allowing at the same time the emission maximum to shift from the green to red region of the visible spectrum without any synthetic modifications of the chromophore structure. This finding may build the foundation for a new paradigm for inducing ISC-type transitions within other centrosymmetric and planar cross-conjugated chromophores.

Original languageEnglish
Pages (from-to)3697-3700
Number of pages4
JournalChemical Communications
Issue number22
Publication statusPublished - 2022 Feb 21

Bibliographical note

Funding Information:
The work was financially supported by the Polish National Science Centre, Poland (HARMONIA 2016/22/M/ST5/00431 and SONATA 2018/31/D/ST5/00432) and the Foundation for Polish Science (TEAM POIR.04.04.00-00-3CF4/16-00). The work at Yonsei University was supported by the National Research Foundation of Korea (NRF) grant funded by the Korea government (MSIT) (No. 2021R1A2C3006308).

Publisher Copyright:
© 2022 The Royal Society of Chemistry.

All Science Journal Classification (ASJC) codes

  • Catalysis
  • Electronic, Optical and Magnetic Materials
  • Ceramics and Composites
  • Chemistry(all)
  • Surfaces, Coatings and Films
  • Metals and Alloys
  • Materials Chemistry


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