2016
DOI: 10.1039/c5ob01839k
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Fluorinated porphyrinoids as efficient platforms for new photonic materials, sensors, and therapeutics

Abstract: Porphyrinoids are robust heterocyclic dyes studied extensively for their applications in medicine and as photonic materials because of their tunable photophysical properties, diverse means of modifying the periphery, and the ability to chelate most transition metals. Commercial applications include their use as phthalocyanine dyes in optical discs, porphyrins in photodynamic therapy, and as oxygen sensors. Most applications of these dyes require exocyclic moieties to improve solubility, target diseases, modula… Show more

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Cited by 87 publications
(71 citation statements)
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References 182 publications
(328 reference statements)
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“…4,6,22,24,25,27,28 This synthetic strategy has proven extremely versatile, allowing the creation of a large variety of substituted Pcs that might not be otherwise accessible via traditional synthetic methods. 29 Thiol, amine, and alcohol nucleophiles bearing a range of functional groups can be employed, and the extent of substitution can be carefully controlled by adjusting the reaction conditions.…”
Section: Introductionmentioning
confidence: 99%
“…4,6,22,24,25,27,28 This synthetic strategy has proven extremely versatile, allowing the creation of a large variety of substituted Pcs that might not be otherwise accessible via traditional synthetic methods. 29 Thiol, amine, and alcohol nucleophiles bearing a range of functional groups can be employed, and the extent of substitution can be carefully controlled by adjusting the reaction conditions.…”
Section: Introductionmentioning
confidence: 99%
“…The synthesis and purification of more complex derivatives is cumbersome and inefficient because of poor solubility and an increasing number of isomers. We use the commercially available zinc(II) hexadeca‐fluorophthalocyanine (ZnF 16 Pc) as a platform to construct complex Pc derivatives using efficient nucleophilic aromatic substitution reactions to replace the β‐F with a variety of nucleophiles …”
Section: Methodsmentioning
confidence: 99%
“…These porphyrin analogs find a variety of enhanced material applications such as efficient catalysts for various chemical transformations, dyes for solar cells, optical sensors, etc. [1][2][3][4][5]. They have numerous biological applications especially in medicinal chemistry as photosensitizers in photodynamic therapy to kill cancer cells [6,7].…”
Section: Introductionmentioning
confidence: 99%