Photophysical Tuning of Shortwave Infrared Flavylium Heptamethine Dyes via Substituent Placement | Zendy

Monica Pengshung | Zendy; Jingbai Li | Zendy; Fatemah Mukadum | Zendy; Steven A. Lopez | Zendy; Ellen M. Sletten | Zendy

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Photophysical Tuning of Shortwave Infrared Flavylium Heptamethine Dyes via Substituent Placement

Author(s) -

Monica Pengshung,

Jingbai Li,

Fatemah Mukadum,

Steven A. Lopez,

Ellen M. Sletten

Publication year - 2020

Publication title -

organic letters

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.94

H-Index - 239

eISSN - 1523-7060

pISSN - 1523-7052

DOI - 10.1021/acs.orglett.0c02213

Subject(s) - chemistry , substituent , shortwave , photochemistry , infrared , optoelectronics , organic chemistry , optics , radiative transfer , physics

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.

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