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Papers by Leandro Ferreira Pedrosa
Anais do Simpósio de Engenharia Metalúrgica e de Materiais Sul Fluminense
Handbook of CH‐Functionalization, Oct 2, 2022
Handbook of CH‐Functionalization
European Journal of Organic Chemistry
An entry from the Cambridge Structural Database, the world's repository for small molecule cr... more An entry from the Cambridge Structural Database, the world's repository for small molecule crystal structures. The entry contains experimental data from a crystal diffraction study. The deposited dataset for this entry is freely available from the CCDC and typically includes 3D coordinates, cell parameters, space group, experimental conditions and quality measures.
Chemistry – A European Journal, 2021
Chemosensors
Five new disubstituted 2,6-thioaryl-BODIPY dyes were synthesized via selective aromatic electroph... more Five new disubstituted 2,6-thioaryl-BODIPY dyes were synthesized via selective aromatic electrophilic substitution from commercially available thiophenols. The analysis of the photophysical properties via absorption and emission spectroscopy showed unusually large Stokes shifts for BODIPY fluorophores (70–100 nm), which makes them suitable probes for bioimaging. Selected compounds were evaluated for labelling primary immune cells as well as different cancer cell lines using confocal fluorescence microscopy.
Journal of Materials Research and Technology
Dyes and Pigments
Abstract Two novel triads connecting a BODIPY to ethylenediamine substituted porphyrins via triaz... more Abstract Two novel triads connecting a BODIPY to ethylenediamine substituted porphyrins via triazine linker have been synthesized and characterized. One of the triads is a linear D-A structure with one BODIPY (D) and one porphyrin (A) bridged by the triazine linker and the other one is a branched A-D4 structure with the porphyrin core linked to four BODIPY units. The triads show extended absorption in the visible region with contributions from both porphyrin (Soret band centred at 410–430 nm) and BODIPY units (strong absorption at ≈ 502 nm) in good agreement with the expected molar ratio. Both triads exhibit linear and nonlinear optical properties featuring an efficient energy transfer from the BODIPY donor to the porphyrin acceptor. The nonlinear upconverted emission properties of the triads were studied by two-photon excitation in the Near-infrared (NIR, 710–930 nm). The maximum two-photon absorption cross-section values for the triads (40–70 GM) are larger than those typically reported in this wavelength range for porphyrins and BODIPY. Both the green emission of BODIPY (≈514 nm) and the red emission of porphyrins (650–750 nm) were observed under NIR excitation at 930 nm. The distinct features of triads, namely i) an extended absorption; ii) an efficient energy transfer and iii) the nonlinear upconverted emission featuring a large separation between the excitation and emission wavelengths could be beneficial for application in sensing and imaging procedures.
Organic & Biomolecular Chemistry
This feature review is focused on recent approaches for removing versatile directing groups.
Chemistry – A European Journal
Synthetic organic chemistry has witnessed a plethora of functionalization and defunctionalization... more Synthetic organic chemistry has witnessed a plethora of functionalization and defunctionalization strategies. In this regard, C-H functionalization has been at the forefront due to the multifarious applications in the development of simple to complex molecular architectures and holds a brilliant prospect in drug development and discovery. Despite been explored tremendously by chemists, this functionalization strategy still enjoys the employment of novel metal catalysts as well metal-free organic ligands. Moreover, the switch to photo and electrochemistry has widened our understanding of the alternative pathways via which a reaction can proceed and these strategies have garnered prominence when applied to C-H activation. Synthetic chemists have been foraging for new directing groups and templates for the selective activation of C-H bonds from a myriad of carbon-hydrogen bonds in aromatic as well as aliphatic systems. As a matter of fact, by varying the templates and directing groups, scientists found the answer to the challenge of distal C-H bond activation which remained an obstacle for a very long time. Moreover, green chemistry and metal-free reaction conditions have seen light in the past few decades due to the rising concern about environmental issues. Also, research groups across the world are developing rational strategies for directing group free or non-directed protocols that are just guided by ligands. This review encapsulates the research works pertinent to C-H bond activation and discusses the science devoted to it at the fundamental level. A detailed picture of this field and its progress with time has been portrayed in lucid scientific language with a motive to inculcate and educate scientific minds about this beautiful strategy with an overview of the most relevant and significant works of this era. The unique trait of this review is the detailed description and classification of various directing groups and their utility over a wide substrate scope.
Catalysis Science & Technology
A heterogeneous catalyst was assembled with ruthenium nanoparticles on carbon nanotubes and used ... more A heterogeneous catalyst was assembled with ruthenium nanoparticles on carbon nanotubes and used in a mild oxidation method to prepare sulfones from sulfides. The system proved very efficient on the...
Journal of Fluorine Chemistry
Abstract New boro-dipyrromethene (BODIPY) fluorophores substituted with phosphoramidate groups ha... more Abstract New boro-dipyrromethene (BODIPY) fluorophores substituted with phosphoramidate groups have been synthesized using environmentally friendly methodologies, and their photophysical properties were evaluated experimentally and characterized in detail with respect to DFT and TD-DFT using B3LYP/6-31+G(d) level of theory. These fluorophores may be used as promising candidates for biological probes and optical materials.
Journal of the Brazilian Chemical Society
Letters in Organic Chemistry, 2008
Aminoalkyl phosphoramidates were obtained by either direct phosphorylation of symmetric diamines ... more Aminoalkyl phosphoramidates were obtained by either direct phosphorylation of symmetric diamines or a three steps method analogue to Gabriel's synthesis and coupled to a 4-oxoquinoline acyclonucleoside, in order to synthesize 4oxoquinolone phosphoramidates. Two unpublished compounds demonstrated low cytotoxity in comparison to Acyclovir and good HSV-1 cytophatic effects on Acyclovir resistant strains.
Anais do Simpósio de Engenharia Metalúrgica e de Materiais Sul Fluminense
Handbook of CH‐Functionalization, Oct 2, 2022
Handbook of CH‐Functionalization
European Journal of Organic Chemistry
An entry from the Cambridge Structural Database, the world's repository for small molecule cr... more An entry from the Cambridge Structural Database, the world's repository for small molecule crystal structures. The entry contains experimental data from a crystal diffraction study. The deposited dataset for this entry is freely available from the CCDC and typically includes 3D coordinates, cell parameters, space group, experimental conditions and quality measures.
Chemistry – A European Journal, 2021
Chemosensors
Five new disubstituted 2,6-thioaryl-BODIPY dyes were synthesized via selective aromatic electroph... more Five new disubstituted 2,6-thioaryl-BODIPY dyes were synthesized via selective aromatic electrophilic substitution from commercially available thiophenols. The analysis of the photophysical properties via absorption and emission spectroscopy showed unusually large Stokes shifts for BODIPY fluorophores (70–100 nm), which makes them suitable probes for bioimaging. Selected compounds were evaluated for labelling primary immune cells as well as different cancer cell lines using confocal fluorescence microscopy.
Journal of Materials Research and Technology
Dyes and Pigments
Abstract Two novel triads connecting a BODIPY to ethylenediamine substituted porphyrins via triaz... more Abstract Two novel triads connecting a BODIPY to ethylenediamine substituted porphyrins via triazine linker have been synthesized and characterized. One of the triads is a linear D-A structure with one BODIPY (D) and one porphyrin (A) bridged by the triazine linker and the other one is a branched A-D4 structure with the porphyrin core linked to four BODIPY units. The triads show extended absorption in the visible region with contributions from both porphyrin (Soret band centred at 410–430 nm) and BODIPY units (strong absorption at ≈ 502 nm) in good agreement with the expected molar ratio. Both triads exhibit linear and nonlinear optical properties featuring an efficient energy transfer from the BODIPY donor to the porphyrin acceptor. The nonlinear upconverted emission properties of the triads were studied by two-photon excitation in the Near-infrared (NIR, 710–930 nm). The maximum two-photon absorption cross-section values for the triads (40–70 GM) are larger than those typically reported in this wavelength range for porphyrins and BODIPY. Both the green emission of BODIPY (≈514 nm) and the red emission of porphyrins (650–750 nm) were observed under NIR excitation at 930 nm. The distinct features of triads, namely i) an extended absorption; ii) an efficient energy transfer and iii) the nonlinear upconverted emission featuring a large separation between the excitation and emission wavelengths could be beneficial for application in sensing and imaging procedures.
Organic & Biomolecular Chemistry
This feature review is focused on recent approaches for removing versatile directing groups.
Chemistry – A European Journal
Synthetic organic chemistry has witnessed a plethora of functionalization and defunctionalization... more Synthetic organic chemistry has witnessed a plethora of functionalization and defunctionalization strategies. In this regard, C-H functionalization has been at the forefront due to the multifarious applications in the development of simple to complex molecular architectures and holds a brilliant prospect in drug development and discovery. Despite been explored tremendously by chemists, this functionalization strategy still enjoys the employment of novel metal catalysts as well metal-free organic ligands. Moreover, the switch to photo and electrochemistry has widened our understanding of the alternative pathways via which a reaction can proceed and these strategies have garnered prominence when applied to C-H activation. Synthetic chemists have been foraging for new directing groups and templates for the selective activation of C-H bonds from a myriad of carbon-hydrogen bonds in aromatic as well as aliphatic systems. As a matter of fact, by varying the templates and directing groups, scientists found the answer to the challenge of distal C-H bond activation which remained an obstacle for a very long time. Moreover, green chemistry and metal-free reaction conditions have seen light in the past few decades due to the rising concern about environmental issues. Also, research groups across the world are developing rational strategies for directing group free or non-directed protocols that are just guided by ligands. This review encapsulates the research works pertinent to C-H bond activation and discusses the science devoted to it at the fundamental level. A detailed picture of this field and its progress with time has been portrayed in lucid scientific language with a motive to inculcate and educate scientific minds about this beautiful strategy with an overview of the most relevant and significant works of this era. The unique trait of this review is the detailed description and classification of various directing groups and their utility over a wide substrate scope.
Catalysis Science & Technology
A heterogeneous catalyst was assembled with ruthenium nanoparticles on carbon nanotubes and used ... more A heterogeneous catalyst was assembled with ruthenium nanoparticles on carbon nanotubes and used in a mild oxidation method to prepare sulfones from sulfides. The system proved very efficient on the...
Journal of Fluorine Chemistry
Abstract New boro-dipyrromethene (BODIPY) fluorophores substituted with phosphoramidate groups ha... more Abstract New boro-dipyrromethene (BODIPY) fluorophores substituted with phosphoramidate groups have been synthesized using environmentally friendly methodologies, and their photophysical properties were evaluated experimentally and characterized in detail with respect to DFT and TD-DFT using B3LYP/6-31+G(d) level of theory. These fluorophores may be used as promising candidates for biological probes and optical materials.
Journal of the Brazilian Chemical Society
Letters in Organic Chemistry, 2008
Aminoalkyl phosphoramidates were obtained by either direct phosphorylation of symmetric diamines ... more Aminoalkyl phosphoramidates were obtained by either direct phosphorylation of symmetric diamines or a three steps method analogue to Gabriel's synthesis and coupled to a 4-oxoquinoline acyclonucleoside, in order to synthesize 4oxoquinolone phosphoramidates. Two unpublished compounds demonstrated low cytotoxity in comparison to Acyclovir and good HSV-1 cytophatic effects on Acyclovir resistant strains.