Hydrogen‐Bonding Effects at Pyrrolic NH Sites: Optical Properties of Benzo[ <i>a</i> ]indolo[2,3‐ <i>c</i> ]carbazole Derivatives
Comparative studies on the photophysical properties of benzo[a]indolo[2,3-c]carbazole (BIC) derivatives (i.e., [5]AH derivatives) and their π-extended nonplanar analogues (i.e., [9]AH derivatives) were conducted to elucidate solvent effects associated with hydrogen-bonding at the NH site. The NH-free compounds exhibited fluorescence attenuation specifically in acetone, while fluorescence emission was enhanced in polar solvents regardless of N-alkylation. Theoretical calculation and ultrafast transient absorption spectroscopy were performed to gain insights on the optical responses.
Authors
- Yusuke Tsutsui (ORCID: https://orcid.org/0000-0002-3138-5009)
- Takayuki Tanaka (ORCID: https://orcid.org/0000-0001-8018-7984)
- Ryota Okubo
- Shu Seki (ORCID: https://orcid.org/0000-0001-7851-4405)
- Osamu Iwanaga (ORCID: https://orcid.org/0000-0002-9026-7045)
- Jong Min Lim (ORCID: https://orcid.org/0000-0003-0311-1032)
- Juwon Oh (ORCID: https://orcid.org/0000-0003-0865-7595)
- Yusuke Matsuo
- W. Ryan Osterloh
- Woobin Yoon
- Chinmay H. Pawar (ORCID: https://orcid.org/0009-0002-4375-9933)
- Karin Kanagawa
Institutions
- University of Hyogo (JP)
- Kyoto University (JP)
- Kyungpook National University (KR)
- Kyoto University of Education (JP)
Publication Details
- Journal
- Chemistry - A European Journal
- Published
- 2026-07-24
- DOI
- https://doi.org/10.1002/chem.71459
- Primary Topic
- Synthesis and bioactivity of alkaloids
- Type
- article
- Field-Weighted Citation Impact
- 0.00
Funders
- Asahi Glass Foundation
- National Research Foundation of Korea
- Iketani Science and Technology Foundation