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

ABSTRACT: 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.

SUBMITTER: Pengshung M

PROVIDER: S-EPMC7542986 | biostudies-literature | 2020 Aug

REPOSITORIES: biostudies-literature

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

Pengshung Monica M Li Jingbai J Mukadum Fatemah F Lopez Steven A SA Sletten Ellen M EM

Organic letters 20200729 15

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<sub>max</sub> and fluorescence quantum yield. Quantum-mechanical calculations suggest that steric clashes control the extent of π-conjugation. These insights provide design principles for the ...[more]

PMID: 32790432

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