A borindolizine platform for the design of fluorophores with tunable emissions

03 August 2022, Version 1
This content is a preprint and has not undergone peer review at the time of posting.

Abstract

A new boron-containing heterocyclic scaffold – borindolizine – is reported as a new heterocyclic scaffold with broadly tunable fluorescence and a high Stokes shift. Two classes of emitters were synthesized through rational scaffold changes resulting in blue-emitting carboxyborindolizines (λmax,em = 431 – 459 nm) and green emitting aryl borindolizines (λmax,em = 488 – 519 nm). Experimental structure-emission trends were used to validate a computational spectral prediction model and subsequently used to design a red-emissive fluorophoric scaffold. A red-emissive (λmax,abs = 370 nm, λmax,em = 635 nm) isoquinolyl borinidolizine was synthesized in excellent agreement with the theoretical emission (λmax,em = 621 nm). These results establish borindolizine as a highly attractive class of fluorescent heterocycle with a highly tunable emission, allowing for custom fluorophore synthesis.

Comments

Comments are not moderated before they are posted, but they can be removed by the site moderators if they are found to be in contravention of our Commenting Policy [opens in a new tab] - please read this policy before you post. Comments should be used for scholarly discussion of the content in question. You can find more information about how to use the commenting feature here [opens in a new tab] .
This site is protected by reCAPTCHA and the Google Privacy Policy [opens in a new tab] and Terms of Service [opens in a new tab] apply.