Phospha-RosIndolizine Dye with Shortwave Infrared (SWIR) Absorption and Emission

Matthew A Saucier; Nicholas A Kruse; Brennan E Seidel; Nathan I Hammer; Gregory S Tschumper; Jared H Delcamp

doi:10.1021/acs.joc.4c00741

Phospha-RosIndolizine Dye with Shortwave Infrared (SWIR) Absorption and Emission

J Org Chem. 2024 Jun 21;89(12):9092-9097. doi: 10.1021/acs.joc.4c00741. Epub 2024 Jun 6.

Authors

Matthew A Saucier¹, Nicholas A Kruse¹, Brennan E Seidel¹, Nathan I Hammer¹, Gregory S Tschumper¹, Jared H Delcamp¹

Affiliation

¹ Department of Chemistry and Biochemistry, University of Mississippi, Coulter Hall, University, Mississippi 38677, United States.

PMID: 38841830
DOI: 10.1021/acs.joc.4c00741

Abstract

Shortwave infrared (SWIR, 1000-1700 nm) absorbing and emitting dyes are needed for infrared diodes and sensors used in a wide variety of industrial and medical applications. Herein, an electron-withdrawing phosphine oxide (P═O) substituted xanthene is coupled with strong indolizine donors to produce a SWIR absorbing (λ_abs = 1294 nm in DCM) and emitting (λ_emis = 1450 nm in DCM) dye called PRos1450. The unique properties of this dye are characterized via photophysical, electrochemical, and computational analyses.