Article
Polymer Science
Xinjuan Li, Zhangquan Zhou, Jiaxin Dong, Yanping Sun, Guanglei Ma, Qingcong Wei, Nana Ma, Xianbin Jia
Summary: Constructing helical structures using achiral polymers is challenging. In this study, temperature sensitive polyionic liquids were used to assemble into a helical porous polymer network with the assistance of a crosslinking agent. The resulting composite catalysts exhibited high stability and catalytic activity, enabling efficient catalysis in aqueous environments.
Article
Chemistry, Organic
Swantje Lerch, Stefan Fritsch, Thomas Strassner
Summary: This study reports the use of TAAILs as solvents in the Mizoroki-Heck reaction. By optimizing the reaction conditions, efficient synthesis of (E)-stilbene derivatives with high yields was achieved. The catalytic system using TAAILs showed higher yields compared to other commercially available ionic liquids.
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
(2022)
Article
Chemistry, Physical
Francisco Garnes-Portoles, Rossella Greco, Judit Oliver-Meseguer, Jorge Castellanos-Soriano, M. Consuelo Jimenez, Miguel Lopez-Haro, Juan Carlos Hernandez-Garrido, Mercedes Boronat, Raul Perez-Ruiz, Antonio Leyva-Perez
Summary: The palladium-catalysed cross-coupling reaction between alkenes and aryl halides (the Mizoroki-Heck reaction) is a powerful method to construct new carbon-carbon bonds. Ligand-free methodologies disrupt the extreme regioselectivity on the double bond, significantly expanding the chemical space of the Mizoroki-Heck coupling.
Article
Chemistry, Multidisciplinary
Hassan Keypour, Jamal Kouhdareh, Rahman Karimi-Nami, Idris Karakaya, Molood Abdollahi-Moghadam, Khadijeh Rabiei, Sedigheh Alavinia
Summary: This study presents the development and application of an environmentally compatible and recyclable heterogeneous catalyst for C-C coupling reactions. The catalyst demonstrated excellent catalytic performance with high yields of up to 98%. The synthetic method showed advantages such as simple set-up, improved yields, short reaction times, non-toxic solvents, catalyst durability, and high turnover frequency.
Article
Chemistry, Applied
Xiaopeng Peng, Yang Yang, Bingling Luo, Shijun Wen, Peng Huang
Summary: A diverse set of fluorenes can be conveniently constructed starting from cyclic diaryliodoniums and terminal alkenes through Pd-catalyzed reactions. These reactions involve a conventional Mizoroki-Heck reaction and a reductive Heck reaction, with a general scope of alkenes leading to the synthesis of 29 fluorenes, expanding the structural diversity of fluorenes.
ADVANCED SYNTHESIS & CATALYSIS
(2021)
Article
Chemistry, Multidisciplinary
Alexey S. Kashin, Darya O. Prima, Daria M. Arkhipova, Valentine P. Ananikov
Summary: Using SEM and TEM techniques, the transformations of palladium-containing species in imidazolium ionic liquids are studied, revealing the correlation between the reactivity of aryl halides and the microdomain structure. It is found that the formation of a stable nanosized palladium phase is detected under the action of aryl halides capable of forming microcompartments. This work highlights the importance of considering both molecular and microscale properties in catalytic transformations.
Article
Chemistry, Inorganic & Nuclear
Rajagopal Anbarasan, Kesavan Nithya, Basuvaraj Suresh Kumar, Devarajan Suresh, Arlin Jose Amali
Summary: A well-defined heterogeneous catalyst, Pd nanoparticles incorporated on SiO2 nanocapsules, Pd@SiO2 NCs, is synthesized and demonstrated to be a competent and selective catalyst in Mizoroki-Heck reactions and epoxidation reactions on Mizoroki-Heck coupled products. The Pd@SiO2 NCs exhibit unaltered catalytic efficiency, mild and sequential reaction conditions with TON up to 183, and a wide substrate scope. The porosity developed by the self-assembled SiO2 NPs and the functionality imparted by the glucose moiety to entrap Pd nanoparticles result in structurally stable and recyclable catalytic sites with no loss of activity.
INORGANIC CHEMISTRY COMMUNICATIONS
(2023)
Article
Chemistry, Multidisciplinary
Francisco Garnes-Portoles, Estibaliz Merino, Antonio Leyva-Perez
Summary: The synthesis of macrocycles, which are cyclized organic compounds with more than ten atoms, has traditionally been limited by the need for reversible reactions under highly diluted conditions to prevent the formation of intermolecular products. However, researchers have now demonstrated that the intramolecular Mizoroki-Heck reaction of ω-iodide cinnamates can proceed at higher concentrations (1 M) when catalyzed by few-atom Pd clusters, yielding different macrocycles in good yields. This paradigm shift allows for increased macrocycle production and the use of solid catalysts in flow reactions.
Article
Chemistry, Organic
Hideaki Kurabayashi, Tsunehisa Hirashita, Shuki Araki
Summary: Compound 1, a mesoionic compound, serves as a superior solvent for the Mizoroki-Heck reaction, yielding high product yield without the need for ligands. Various Heck-type coupling reactions were successfully performed in mesoionic liquid 1, and the catalysts could be reused multiple times with the addition of a phosphine ligand.
Article
Chemistry, Physical
Geeta Durga, Pooja Kalra, Vinay Kumar Verma, Kanjur Wangdi, Anuradha Mishra
Summary: Ionic liquids have established themselves as a preferred solvent in synthetic chemistry, particularly in polymer chemistry. They are versatile solvents used for polymeric reactions and can also be polymerized to enhance their inherent properties, finding applications in various fields such as electrochemical devices, nanocomposites, optoelectronics, and more. This comprehensive review covers both aspects of ILs as a solvent in polymeric reactions and their polymeric form, poly(ionic liquids), presenting their diverse potential applications.
JOURNAL OF MOLECULAR LIQUIDS
(2021)
Article
Polymer Science
Noriyuki Suzuki, Shun Koyama, Rina Koike, Nozomu Ebara, Rikito Arai, Yuko Takeoka, Masahiro Rikukawa, Fu-Yu Tsai
Summary: Thermoresponsive diblock copolymers were successfully synthesized and utilized in palladium-catalyzed coupling reactions in water. The study demonstrated higher efficiency in extraction for PDEAAm copolymers compared to PNIPAAm copolymers. Furthermore, aggregative precipitation of products in Sonogashira coupling reactions was observed, and washing the precipitate with water resulted in high purity products with good yields.
Article
Chemistry, Multidisciplinary
Ksenia S. Egorova, Alexey S. Galushko, Lilya U. Dzhemileva, Vladimir A. Dyakonov, Valentine P. Ananikov
Summary: This work introduces a powerful approach for fast assessment of the potential biological impact of chemical processes on living organisms, utilizing bio-Profiles based on cytotoxicity data and bio-Factors for chemical reactions. Bio-Profiles visually determine substances' contributions to overall cytotoxicity, while bio-Factors indicate quantitative change in cytotoxicity during a process.
Article
Chemistry, Physical
Xiao-Qing Han, Lei Wang, Ping Yang, Jing-Yuan Liu, Wei-Yan Xu, Chao Zheng, Ren-Xiao Liang, Shu-Li You, Junliang Zhang, Yi-Xia Jia
Summary: A palladium-catalyzed intramolecular enantioselective Mizoroki-Heck reaction of naphthalenes has been developed, leading to the formation of a series of unique heterocyclic compounds with enantiomeric excess values retained. The reaction relies on the use of a chiral sulfonamide phosphine ligand to inhibit competitive and undesired reactions.
Article
Chemistry, Multidisciplinary
Hamed M. Alshammari, Obaid F. Aldosari, Mohammad Hayal Alotaibi, Raja L. Alotaibi, Mosaed S. Alhumaimess, Moataz H. Morad, Syed Farooq Adil, Mohammed Rafi Shaik, Mohammad Shahidul Islam, Mujeeb Khan, Abdulrahman Alwarthan
Summary: Pd/C catalysts on activated carbon with varying palladium content showed high catalytic activity for Suzuki-Miyaura coupling reactions and Mizoroki-Heck cross-coupling reactions. The catalyst with 3% Pd/C demonstrated better efficiency and reusability compared to other synthesized catalysts, indicating the significance of high 'Pd' content and uniform impregnation on the catalyst activity.
APPLIED SCIENCES-BASEL
(2021)
Article
Chemistry, Physical
Saikat Roy, Anakuthil Anoop
Summary: We studied the formation steps and kinetics of active palladium catalyst species from palladium acetate dimer using density functional theory calculations, automated reaction search, and stochastic simulation analysis. We found that the dimeric form of palladium acetate is a resting state of the catalyst, and ligand addition led to the formation of monomeric species. Bonding analysis and the role of Pd in stabilizing the dimeric species were investigated. Our analysis suggests that the dimeric form of the catalyst can be a potential catalytic precursor in palladium acetate-catalyzed coupling reactions under experimental conditions.
JOURNAL OF PHYSICAL CHEMISTRY A
(2022)
Article
Chemistry, Physical
Khalid Abdelmouna, Fatima Laghchioua, Filipe A. . A. . Paz, Ricardo F. Mendes, Nuno M. M. Moura, Maria A. F. Faustino, Jose A. S. Cavaleiro, Y. Kandri Rodi, El Mostapha Rakib, Maria G. P. M. S. Neves
Summary: This study reports a catalyst-less synthesis of new spiro[indoline-3,1'-pyrazolo[1,2-a]pyrazoles] with good yields, achieved via 1,3-dipolar cycloadditions. The synthesized cycloadducts were characterized through NMR spectroscopy and confirmed by single-crystal X-ray diffraction analysis.
JOURNAL OF MOLECULAR STRUCTURE
(2023)
Article
Environmental Sciences
Maria Bartolomeu, Carlos J. P. Monteiro, Milton Fontes, Maria Graca P. M. S. Neves, Maria Amparo F. Faustino, Adelaide Almeida
Summary: This study aimed to evaluate the applicability of photodynamic inactivation (PDI) in real wastewater contexts for microbial inactivation. The results showed that PDI is an effective and promising disinfection method with a bacterial reduction of >3.0 log CFU/mL within the first hour of treatment. However, the physicochemical composition of water matrices should be considered as it can affect PDI efficacy, especially the pH, with acidic conditions showing better PDI performance.
SCIENCE OF THE TOTAL ENVIRONMENT
(2023)
Article
Chemistry, Analytical
Goncalo Pedro, Frederico Duarte, Dmitrii A. Cheptsov, Nikita Yu. Volodin, Ivan V. Ivanov, Hugo M. Santos, Jose Luis Capelo-Martinez, Cristian Cuerva, Elisabete Oliveira, Valerii F. Traven, Carlos Lodeiro
Summary: Three coumarin-based boron complexes (L1, L2 and L3) were successfully incorporated into polymeric matrixes for temperature probes, showing high fluorescence quantum yield in solution and positive solvatochromism. L1 exhibited a colour change and quenching in emission intensity in the presence of anions due to deprotonation. The dye@doped polymers of L1, L2 and L3 showed excellent fluorescent response and reversibility as temperature sensors.
Article
Materials Science, Biomaterials
Carla I. M. Santos, Monica Cicuendez, Gil Goncalves, Laura Rodriguez-Perez, M. Teresa Portoles, M. Amparo F. Faustino, M. Angeles Herranz, M. Graca P. M. S. Neves, Jose M. G. Martinho, Ermelinda M. S. Macoas, Nazario Martin
Summary: In this study, the biocompatibility and safety of functionalized nanodiamonds (NDs) were investigated through the assessment of the pro-inflammatory response of RAW-264.7 macrophages exposed to new nanodiamonds@corrole hybrids. The results showed that the hybrids had no pro-inflammatory effects on the macrophage cell line, making them an ideal candidate for various biomedical applications.
JOURNAL OF MATERIALS CHEMISTRY B
(2023)
Review
Chemistry, Medicinal
Sofia N. Sarabando, Andreia Palmeira, Maria Emilia Sousa, Maria Amparo F. Faustino, Carlos J. P. Monteiro
Summary: Photopharmacology is a promising alternative to traditional chemotherapy. This article discusses various photoswitches and photocleavage compounds, as well as their biological applications. It also mentions PROTACs containing azobenzene moieties and photocaged PROTACs. Porphyrins are highlighted as successful photoactive compounds in clinical contexts, such as photodynamic therapy and antimicrobial resistance prevention. The combination of photoswitches and photocleavage systems in porphyrins demonstrates the potential of photopharmacology and photodynamic action. Furthermore, porphyrins with antibacterial activity are described, utilizing the synergistic effect of photodynamic treatment and antibiotic therapy to combat bacterial resistance.
Article
Chemistry, Applied
Paloma Lopes, A. Sofia M. Joaquinito, Artur Ribeiro, Nuno M. M. Moura, Ana T. P. Gomes, Susana G. Guerreiro, M. Amparo F. Faustino, Adelaide Almeida, Paula Ferreira, Manuel A. Coimbra, M. Graca P. M. S. Neves, Idalina Goncalves
Summary: This study explores the feasibility of incorporating cationic TMPyP into starch-based films to enhance their physicochemical, mechanical, antimicrobial, and wound healing abilities. The results showed that TMPyP not only gave the films a reddish color but also increased their hydrophobicity and the mobility of starch polymeric chains. The films effectively photoinactivated Escherichia coli and facilitated the wound healing process. Thus, the incorporation of TMPyP into starch-based formulations is a promising strategy for developing water tolerant and photosensitive biomaterials that can act as multitarget antimicrobial medical dressings and carriers of active compounds for effective wound healing.
CARBOHYDRATE POLYMERS
(2023)
Article
Chemistry, Applied
Carla Queiros, Andreia Leite, Nuno M. M. Moura, Ana F. R. Cerqueira, Vanda V. Serra, Maria G. P. M. S. Neves, Augusto C. Tome, Ana M. G. Silva
Summary: The synthesis and characterization of a new porphyrin-rosamine conjugate H2P3 and its precursors H2P1 and H2P2 were presented in this study. The photophysical properties of H2P1, H2P2 and H2P3, as well as their ability to chelate iron(III) and copper(II) ions, were evaluated using absorption and emission spectroscopy. The formation of copper(II) complexes was confirmed by electron paramagnetic resonance (EPR), and only H2P3 showed a detectable EPR signal due to strong generation of singlet oxygen.
Article
Chemistry, Applied
Carla I. M. Santos, Ana M. Santiago, Ana R. L. Araujo, Sandra Pinto, Rafaela R. Agostinho, Sonia Simao, Tomas P. Azevedo, Catarina Antunes, M. Amparo F. Faustino, Ines M. Araujo, M. Grada P. M. S. Neves, Jose M. G. Martinho, Ermelinda M. S. Macoas
Summary: In this study, three fluorescent probes were developed for the detection of hydrogen sulfide (H2S) using gallium (III) corrole complexes. The probes were designed with nitro groups at the beta-pyrrolic positions. The compounds CGa-NO2 and CGa-2NO2 showed response to H2S, while CGa-EtNO2 acted as a turn-off probe. Mechanistic studies revealed that H2S coordination with gallium(III) and reduction of nitro group to aminated corrole were involved in the interaction. The probes exhibited potential for ratiometric sensing of H2S in non-aqueous solutions and demonstrated response to H2S in HeLa cells.
Article
Chemistry, Applied
Frederico Duarte, Georgi Dobrikov, Atanas Kurutos, Hugo M. Santos, Javier Fernandez-Lodeiro, Jose Luis Capelo-Martinez, Elisabete Oliveira, Carlos Lodeiro
Summary: Polarity-sensitive dansyl derivatives L1 and L2 were synthesized and their ability to sense pollutant metal ions was investigated. Both L1 and L2 exhibited high sensitivity towards Cu2+ and Hg2+ metal ions, with L2 capable of detecting and quantifying Hg2+ concentrations as low as 2.5 μM. Additionally, both compounds showed positive sol-vatofluorochromic behavior, modulated in the presence of water, leading to fluorescence enhancement through aggregation-induced emission (AIE). Luminescent L1-based polystyrene-block-polybutadiene-block-polystyrene (SBS) microparticles were successfully prepared, demonstrating the potential applications of dansyl-derivatives in biomedicine and environmental fields.
Article
Chemistry, Applied
Carlos Lodeiro, Jose Luis Capelo-Martinez
Summary: The ICEM-E-3 series of conferences, which started in 2014 in Costa de Caparica, Portugal, focuses on the continuous improvements in synthetic methods and applications of dyes and pigments. The 5th edition of the conference in July 2022 highlighted the importance of organic dyes, inorganic complexes, solar cells materials, solar concentrators, sensors, new dyes and colorants, nanomaterials, and organic&inorganic hybrid colored materials in industrial and technological advances.
Article
Materials Science, Multidisciplinary
Carlos Fernandez-Lodeiro, Javier Fernandez-Lodeiro, Adrian Fernandez-Lodeiro, Silvia Nuti, Carlos Lodeiro, Alec Lagrow, Ignacio Perez-Juste, Jorge Perez-Juste, Isabel Pastoriza-Santos
Summary: Gold nanostars with tuneable optical properties are synthesized via a seed-mediated approach employing adenosine monophosphate (AMP) as a capping ligand. AMP directs the reduction of the gold salt and mediates the anisotropic nanoparticle growth.
JOURNAL OF MATERIALS CHEMISTRY C
(2023)
Article
Chemistry, Multidisciplinary
Ana R. Monteiro, Catarina I. V. Ramos, Sara Fateixa, Maria G. P. M. S. Neves, Tito Trindade
Summary: This study reports a novel approach to construct arrays of ethylenediamine-modified graphene quantum dots (GQDs) and DNA oligonucleotides that can fold into different G-quadruplex structures, optimizing the efficiency of drug delivery for targeted clinical therapies.
NEW JOURNAL OF CHEMISTRY
(2023)
Article
Chemistry, Inorganic & Nuclear
Melani J. A. Reis, Ana T. Nogueira, Ana Eulalio, Nuno M. M. Moura, Joana Rodrigues, Dzmitry Ivanou, Paulo E. Abreu, M. Rosario P. Correia, Maria G. P. M. S. Neves, Ana M. V. M. Pereira, Adelio Mendes
Summary: A new series of Zn(II) and Cu(II)-based porphyrin complexes 5a and 5b, functionalised with carbazole units, were developed as hole-transporting materials (HTMs) in perovskite solar cells (PSCs). These complexes were obtained via nucleophilic substitution reaction or using C-N transition metal-assisted coupling. The study confirmed that Zn(II) complex 5a had better alignment with the perovskite valence band level and higher potential as an HTM compared to Cu(II) complex 5b. The photovoltaic performance of the optimized complexes showed improved characteristics, with a maximum power conversion efficiency (PCE) of 10.01% for 5a. These C-N linked porphyrin derivatives demonstrate promise as novel HTMs for efficient and reproducible PSCs.
DALTON TRANSACTIONS
(2023)
Article
Chemistry, Multidisciplinary
Adrian Fernandez-Lodeiro, Javier Fernandez Lodeiro, Noelia Losada-Garcia, Silvia Nuti, Jose Luis Capelo-Martinez, Jose M. M. Palomo, Carlos Lodeiro
Summary: This study investigates the potential utilization of Cu(i) as a reducing agent to transform K2PtCl4 into stable nanoparticles. The synthesized nanoparticles have a bimetallic composition with copper. This approach offers a convenient and accessible method for producing bimetallic nanostructures. The catalytic properties of these nanomaterials have been explored in various applications, showing the significant potential of Cu(i)-mediated reduction in developing functional nanomaterials.
NANOSCALE ADVANCES
(2023)
Article
Medicine, Research & Experimental
Luis Botelho Carvalho, Jose Luis Capelo, Carlos Lodeiro, Rajiv Dhir, Luis Campos Pinheiro, Hugo Lopez-Fernandez, Goncalo Martins, Mariana Medeiros, Fernando Diaz, Hugo Miguel Santos
Summary: This study demonstrates a method for longitudinally monitoring the disease course in bladder cancer patients using urine proteomic analysis and the differential personal pathway index (dPPi) calculation, over a period of 62 months. The dPPi reflects the individual's course of bladder cancer and helps optimize the use of more invasive procedures such as cystoscopy.
COMMUNICATIONS MEDICINE
(2023)
