Photophysical Tuning of Shortwave Infrared Flavylium Heptamethine Dyes via Substituent Placement.

Autor: Pengshung M; Department of Chemistry and Biochemistry, University of California, Los Angeles, 607 Charles E. Young Drive East, Los Angeles, California 90095, United States., Li J; Department of Chemistry and Chemical Biology, Northeastern University, 360 Huntington Avenue, Boston, Massachusetts 02115, United States., Mukadum F; Department of Chemistry and Chemical Biology, Northeastern University, 360 Huntington Avenue, Boston, Massachusetts 02115, United States., Lopez SA; Department of Chemistry and Chemical Biology, Northeastern University, 360 Huntington Avenue, Boston, Massachusetts 02115, United States., Sletten EM; Department of Chemistry and Biochemistry, University of California, Los Angeles, 607 Charles E. Young Drive East, Los Angeles, California 90095, United States.
Jazyk: angličtina
Zdroj: Organic letters [Org Lett] 2020 Aug 07; Vol. 22 (15), pp. 6150-6154. Date of Electronic Publication: 2020 Jul 29.
DOI: 10.1021/acs.orglett.0c02213
Abstrakt: Optical imaging in the shortwave infrared region (SWIR, 1000-2000 nm) provides high-resolution images in complex systems. Here we explore substituent placement on dimethylamino flavylium polymethine dyes, a class of SWIR fluorophores. We find that the position of the substituent significantly affects the λ max and fluorescence quantum yield. Quantum-mechanical calculations suggest that steric clashes control the extent of π-conjugation. These insights provide design principles for the development of fluorophores for enhanced SWIR imaging.
Databáze: MEDLINE