ArticleThe Journal of organic chemistry2015
Deep-red emissive BODIPY-chlorin arrays excitable with green and red wavelengths.
Article in The Journal of organic chemistry, 2015. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 8 papers.
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Who cites it
8 citing papers in PubMed, 29 citations in OpenAlex.
- Tunable Molecular Photonic Wires via Geometric Control of Excitonically Coupled Cyanine Dimer Relays.The journal of physical chemistry. C, Nanomaterials and interfaces · 2026Article
- BOPAM's Bright and Dark Excited States: Insight from Structural, Photophysical, and Quantum Chemical Investigations.Molecules (Basel, Switzerland) · 2025Article
- Structure of (Acta crystallographica. Section E, Crystallographic communications · 2023Article
- Synthesis and Properties of BODIPY Appended Tetraphenylethylene Scaffolds as Photoactive Arrays.European journal of organic chemistry · 2021Article
- BODIPY-Bacteriochlorin Energy Transfer Arrays: Toward Near-IR Emitters with Broadly Tunable, Multiple Absorption Bands.The Journal of organic chemistry · 2017Article
- Amphiphilic BODIPY-Hydroporphyrin Energy Transfer Arrays with Broadly Tunable Absorption and Deep Red/Near-Infrared Emission in Aqueous Micelles.The Journal of organic chemistry · 2017Article
- Furan- and Thiophene-Based Auxochromes Red-shift Chlorin Absorptions and Enable Oxidative Chlorin Polymerizations.Chemistry (Weinheim an der Bergstrasse, Germany) · 2017Article
- Bioconjugatable, PEGylated Hydroporphyrins for Photochemistry and Photomedicine. Narrow-Band, Red-Emitting Chlorins.New journal of chemistry = Nouveau journal de chimieArticle
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Authors and funding
5 authors at 1 institution in 1 country.
Funding
Abstract
We report here the synthesis and characterization of BODIPY-chlorin arrays containing a chlorin subunit, with tunable deep-red (641-685 nm) emission, and one or two BODIPY moieties, absorbing at 504 nm. Two types of arrays were examined: one where BODIPY moieties are attached through a phenylacetylene linker at the 13- or 3,13-positions of chlorin, and a second type where BODIPY is attached at the 10-position of chlorin through an amide linker. Each of the examined arrays exhibits an efficient (≥0.80) energy transfer from BODIPY to the chlorin moiety in both toluene and DMF and exhibits intense fluorescence of chlorin upon excitation of BODIPY at ∼500 nm. Therefore, the effective Stokes shift in such arrays is in the range of 140-180 nm. Dyads with BODIPY attached at the 10-position of chlorin exhibit a bright fluorescence in a range of solvents with different polarities (i.e., toluene, MeOH, DMF, and DMSO). In contrast to this, some of the arrays in which BODIPY is attached at the 3- or at both 3,13-positons of chlorin exhibit significant reduction of fluorescence in polar solvents. Overall, dyads where BODIPY is attached at the 10-position of chlorin exhibit ∼5-fold brighter fluorescence than corresponding chlorin monomers, upon excitation at 500 nm.
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