From Aqua Green to Deep Red in One Step: Targeted Design of a Highly Luminescent Phosphacyclic Vat Orange 3 Dye

Silver-mediated phosphacyclic ring expansion with strategic placement of phosphorus and dimethyl acetylenedicarboxylate (DMAD) on Vat Orange 3 was carried out. The target compounds possess narrow HOMO-LUMO energy gaps as low as 2.02 eV, with pronounced absorption across the visible region of the optical spectrum and intense luminescence at 691 nm, with impressive quantum yields of up to 70%. Moreover, the P-based conjugated materials exhibit reversible reduction events as low as -0.98 V.

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Publication Details

Journal
Organic Letters
Published
2025-08-22
DOI
https://doi.org/10.1021/acs.orglett.5c02913
Primary Topic
Radical Photochemical Reactions
Type
article
Field-Weighted Citation Impact
0.00

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From Aqua Green to Deep Red in One Step: Targeted Design of a Highly Luminescent Phosphacyclic Vat Orange 3 Dye

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From Aqua Green to Deep Red in One Step: Targeted Design of a Highly Luminescent Phosphacyclic Vat Orange 3 Dye

Hoang‐Thanh Le, Thomas Baumgartner, Avik Bhattacharjee, Carlos Romero‐Nieto, Jesse LeBlanc, Reza Dadgaryeganeh, Sergio Ambrico, Abdullah Al Ramadhan
article en

Abstract

Silver-mediated phosphacyclic ring expansion with strategic placement of phosphorus and dimethyl acetylenedicarboxylate (DMAD) on Vat Orange 3 was carried out. The target compounds possess narrow HOMO-LUMO energy gaps as low as 2.02 eV, with pronounced absorption across the visible region of the optical spectrum and intense luminescence at 691 nm, with impressive quantum yields of up to 70%. Moreover, the P-based conjugated materials exhibit reversible reduction events as low as -0.98 V.

Organic LettersVol. 27(35)
York University (CA), University of Castilla-La Mancha (ES)
Compute Canada, Canada Foundation for Innovation, Canada Research Chairs, Natural Sciences and Engineering Research Council of Canada
Openalex Percentile: Top 84%
Radical Photochemical Reactions
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