4.4 Article

Synthesis and photophysical properties of a new BODIPY-based siloxane dye

Journal

TETRAHEDRON LETTERS
Volume 57, Issue 9, Pages 979-982

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2016.01.059

Keywords

BODIPY; Siloxane; Cyclotetrasiloxane; Hydrosilylation; Fluorescence; Solvatochromism

Funding

  1. Russian Science Foundation [14-13-01478]
  2. Russian Science Foundation [14-13-01478] Funding Source: Russian Science Foundation

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A fluorescent dye comprising four BODIPY derivatives conjugated to a cyclotetrasiloxane core was synthesized by consecutive hydrosilylation and esterification reactions. Photophysical properties of the dye in various organic solvents were investigated. It was shown that due to a fourfold extinction coefficient increase and a moderate quantum yield decrease the brightness of the tetra-BODIPY dye in low-polarity solvents, calculated per molecule, increased 3 times when compared to mono-BODIPY. By contrast, in polar solvents there was a dramatic drop in brightness apparently associated with intramolecular interactions of the low-polar BODIPY chromophores. (C) 2016 Elsevier Ltd. All rights reserved.

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