Unique donor-π-acceptor phthalocyanines have been synthesized through the asymmetric functionalization of an ABAB phthalocyanine, crosswise functionalized with two iodine atoms through Pd-catalyzed cross-coupling reactions with adequate electron-donor and electron-acceptor moieties. These push-pull molecules have been optically and electrochemically characterized, and their ability to perform as chromophores for dye-sensitized solar cells has been tested.
Download full-text PDF |
Source |
|---|---|
| http://www.ncbi.nlm.nih.gov/pmc/articles/PMC5288760 | PMC |
| http://dx.doi.org/10.1002/open.201600113 | DOI Listing |
Publication Analysis
Top Keywords
Similar Publications
Assessing Amphiphilic ABAB Zn(II) Phthalocyanines with Enhanced Photosensitization Abilities in In Vitro Photodynamic Therapy Studies Against Cancer.
Molecules
January 2020
Departments of Organic Chemistry and Biology, Universidad Autónoma de Madrid. C/Francisco Tomás y Valiente 7, 28049 Madrid, Spain.
We have previously demonstrated that singlet oxygen photosensitization abilities of Zn(II) phthalocyanines (Zn(II)Pcs) are enhanced through α-functionalization with bulky fluorinated substituents (i.e., bis(trifluoromethyl)phenyl units) at facing positions of ABAB Zn(II)Pcs, where A and B refer to differently functionalized isoindoles.
View Article and Find Full Text PDFCrosswise Phthalocyanines with Collinear Functionalization: New Paradigmatic Derivatives for Efficient Singlet Oxygen Photosensitization.
Chempluschem
June 2019
Universidad Autónoma de Madrid, c/Francisco Tomás y Valiente 7, 28049, Madrid, Spain.
We describe here the preparation of a series of trans-ABAB Zn(II) phthalocyanines (ZnPcs, which combine several interesting features. First, these compounds present high solubility and hindered aggregation, due to the functionalization of two facing isoindole constituents (B) of the ZnPc with bis(trifluoromethylphenyl) units. Second, the other two isoindoles (A) bear extra-annulated phthalimide units containing different substituents in the nitrogen positions, this feature results in a collinear arrangement of a variety of functional groups.
View Article and Find Full Text PDFFluorine-substituted tetracationic ABAB-phthalocyanines for efficient photodynamic inactivation of Gram-positive and Gram-negative bacteria.
Eur J Med Chem
February 2020
Universidad Autónoma de Madrid, C/ Francisco Tomás y Valiente 7, 28049, Madrid, Spain; Institute for Advanced Research in Chemical Sciences (IAdChem), Universidad Autónoma de Madrid, 28049, Madrid, Spain; Instituto Madrileño de Estudios Avanzados (IMDEA)-Nanociencia, C/ Faraday 9, Cantoblanco, 28049, Madrid, Spain. Electronic address:
Herein, we report the synthesis and characterization of new amphiphilic phthalocyanines (Pcs), the study of their singlet oxygen generation capabilities, and biological assays to determine their potential as photosensitizers for photodynamic inactivation of bacteria. In particular, Pcs with an ABAB geometry (where A and B refer to differently substituted isoindole constituents) have been synthesized. These molecules are endowed with bulky bis(trifluoromethylphenyl) groups in two facing isoindoles, which hinder aggregation and favour singlet oxygen generation, and pyridinium or alkylammonium moieties in the other two isoindoles.
View Article and Find Full Text PDFBoosting the singlet oxygen photosensitization abilities of Zn(ii) phthalocyanines through functionalization with bulky fluorinated substituents.
Org Biomol Chem
August 2019
Universidad Autónoma de Madrid, c/Francisco Tomás y Valiente 7, 28049 Madrid, Spain. and Institute for Advanced Research in Chemical Sciences (IAdChem), Universidad Autónoma de Madrid, 28049 Madrid, Spain and Instituto Madrileño de Estudios Avanzados (IMDEA)-Nanociencia, c/Faraday 9, Cantoblanco, 28049 Madrid, Spain.
In-depth, systematic photophysical studies have been performed on a series of ABAB, AB and A ZnPcs functionalized with a varying number of bis(trifluoromethyl)phenyl units (i.e. at the B isoindoles) and other electron-withdrawing/electron-donating moieties (i.
View Article and Find Full Text PDFABAB Phthalocyanines: Scaffolds for Building Unprecedented Donor-π-Acceptor Chromophores.
ChemistryOpen
February 2017
Departamento de Química Orgánica Universidad Autónoma de Madrid 28049 Madrid Spain; IMDEA Nanocienciac/Faraday, 9 28049 Cantoblanco, Madrid Spain.
Unique donor-π-acceptor phthalocyanines have been synthesized through the asymmetric functionalization of an ABAB phthalocyanine, crosswise functionalized with two iodine atoms through Pd-catalyzed cross-coupling reactions with adequate electron-donor and electron-acceptor moieties. These push-pull molecules have been optically and electrochemically characterized, and their ability to perform as chromophores for dye-sensitized solar cells has been tested.
View Article and Find Full Text PDFWant AI Summaries of new PubMed Abstracts delivered to your In-box?
Enter search terms and have AI summaries delivered each week - change queries or unsubscribe any time!