Article
Chemistry, Applied
Juan S. Rocha-Ortiz, Joel Jose Montalvo-Acosta, Yakun He, Alberto Insuasty, Andreas Hirsch, Christoph J. Brabec, Alejandro Ortiz
Summary: Eight novel C60-BODIPY-Triarylamine electroactive triads were synthesized and characterized, and the effect of different linkers and functionalization on the electronic properties were studied. The compounds showed strong absorption of visible light and photo-induced electron transfer, confirmed by solvatochromic effects and redox potentials. The study also found that the pyrrolidine derivatives were more stable than isoxazoline analogs and alkoxy units improved thermal endurance.
Article
Chemistry, Organic
Nikitas G. Malliaros, Ina D. Kellner, Thomas Drewello, Michael Orfanopoulos
Summary: A new one-step method for functionalizing C-60 with lactones has been developed, leading to the synthesis of a previously unknown class of materials, namely 1-lactonyl-2-hydro[60]fullerenes. The mechanism of this reaction has been proposed based on the structure of reaction products and deuterium-incorporated experiments.
JOURNAL OF ORGANIC CHEMISTRY
(2021)
Article
Chemistry, Applied
Kyangzi Calderon-Cerquera, Alejandra Parra, Duvalier Madrid-Usuga, Andrea Cabrera-Espinoza, Carlos A. Melo-Luna, John H. Reina, Braulio Insuasty, Alejandro Ortiz
Summary: The novel compounds BDP(Pyr)2 and BDP(Iso)2 show strong interaction in the excited state, generating charged species between BODIPY and the two C-60 units. The electronic interaction is stronger in BDP(Iso)2 than in BDP(Pyr)2, likely due to isoxazoline ring conjugation. Fluorescence lifetime measurements confirm that BDP(Iso)2 performs better even at different solvent polarities.
Article
Chemistry, Organic
Qing-Song Liu, Wen-Jie Qiu, Wen-Qiang Lu, Guan-Wu Wang
Summary: A novel and efficient copper-mediated [3 + 2] heteroannulation reaction has been developed for the synthesis of fullerooxazoles. The reaction mechanism involves unique C-CN and N-OH bond cleavages and subsequent C-OH bond formation for N-hydroxybenzimidoyl cyanides. Furthermore, the formed fullerooxazoles can be further electrochemically transformed into amidated 1,2-hydrofullerenes.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2022)
Article
Chemistry, Organic
Hao Zhang, Rui Gao, Zhen Liu, Xiaoge Wang, Jie Su, Liangbing Gan
Summary: The study found that the open-cage C-60 derivative can be converted into a compound with gem-dinitro groups through a series of chemical reactions, and the presence of nitro groups has a significant impact on its reactivity.
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
(2021)
Article
Chemistry, Organic
Xin-Rui Chen, Jun-Xiang Zhang, Shuai-Kang Zhu, Yi-Wen Li, Rong Yang, Jun Xuan, Fei Li
Summary: An unprecedented multicomponent domino reaction of [60]fullerene, indole, and DMSO/HCl has been developed for the efficient one-pot synthesis of diverse N-substituted [60]fulleroindole derivatives. This method features simple operation, low cost, transition-metal-circumvented, and good functional group tolerance in indole.
JOURNAL OF ORGANIC CHEMISTRY
(2022)
Article
Chemistry, Multidisciplinary
Ilya V. V. Martynov, Alexander V. V. Mumyatov, Lavrenty G. G. Gutsev, Liana N. N. Inasaridze, Alexander V. V. Kulikov, Pavel A. A. Troshin
Summary: In this paper, a systematic study on the photochemical behavior of fullerene compounds with various organic addends attached to the cage was presented. It was found that the yield of photodimerization products strongly depends on the structure and electronic properties of the material, especially the electron affinity of the modified fullerene core. A proposed alternative mechanism involving photoinduced charge separation and back charge transfer events leading to the formation of triplet excitons was supported by experimental and theoretical evidence. This mechanism provides a way to control the photochemical behavior of fullerene derivatives and has potential applications in stable organic photovoltaics and improving the efficiency of organic solar cells by suppressing back charge transfer and hindering the formation of triplet excitons.
ADVANCED FUNCTIONAL MATERIALS
(2023)
Article
Chemistry, Organic
Jad Rabah, Lyne Yonkeu, Karen Wright, Anne Vallee, Rachel Meallet-Renault, Minh-Huong Ha-Thi, Anam Fatima, Gilles Clavier, Helene Fensterbank, Emmanuel Allard
Summary: A method for synthesizing a methanofullerene platform with an alkyne on one side and a protected alkyne on the other side is reported. This clickable fullerene building block was functionalized with two distinct BODIPY azido derivatives, displaying strong absorption and significant fluorescence quenching within the triad.
Article
Chemistry, Physical
Saeideh Salimi, Nader Akbari, Zahra Zand, Malgorzata Holynska, Pavlo Aleshkevych, Suleyman I. Allakhverdiev, Mohammad Mahdi Najafpour
Summary: The sluggish kinetics of the oxygen-evolution reaction (OER) during water oxidation leads to high overpotential for water splitting. Carbon-based material/Mn oxide composites, such as the Mn oxide/fullerene soot (MnOx/FS) composite studied in this research, have been reported as efficient OER catalysts. Compared to pristine FS, the OER activity of MnOx/FS is 2.5 times higher at 2.25 V vs. RHE.
INTERNATIONAL JOURNAL OF HYDROGEN ENERGY
(2023)
Article
Polymer Science
Chan Im, Sang-Woong Kang, Jeong-Yoon Choi, Jongdeok An
Summary: The research investigates the application of non-fullerene type acceptors in the field of photovoltaics, revealing their potential as electron donors. Through spectrally resolved photovoltaic characters and transient absorption spectroscopy analysis, the pathways of NFA-originated excitons and origin-dependent decay behaviors were disclosed, deepening the understanding of the application of new material classes in renewable energy strategies.
Article
Chemistry, Organic
Wen-Qiang Lu, Zheng-Chun Yin, Qing-Song Liu, Guan-Wu Wang
Summary: An efficient cascade reaction involving [60]fullerene and arylglyoxals catalyzed by CuCl2 . 2H(2)O and 4-dimethylaminopyridine has been successfully utilized to synthesize epoxy-bridged C-60-fused lactones. The unique reaction mechanism and subsequent derivatizations of the obtained products were explored, with the structures being confirmed by single-crystal X-ray crystallography. The application of the derived fullerene products in perovskite solar cell devices has been demonstrated.
ASIAN JOURNAL OF ORGANIC CHEMISTRY
(2022)
Article
Chemistry, Physical
Pau Besalu-Sala, Alexander A. Voityuk, Josep M. Luis, Miquel Sola
Summary: The authors analyzed the performance of donor-acceptor fullerene dyads in dye-sensitized solar cells, finding that the amount of exact exchange at short and long range electron-electron distances is key for successful predictions. Tuning these parameters significantly improves the performance of current density functional approximations.
PHYSICAL CHEMISTRY CHEMICAL PHYSICS
(2021)
Article
Chemistry, Organic
Yue Sun, Cheng Qian, Thomas J. Emge, Yanbang Li, William P. Kopcha, Lu Wang, Jianyuan Zhang
Summary: This study reports the oxidative [4 + 2] reaction of o-phenylenediamine-derived disulfonamides with fullerene C-60 and C-70. The reactants with electron deficiency showed high reactivity. The reaction of C-70 exhibited unusual regioselectivity, yielding a [5,6]-adduct as the major product, which was characterized by experimental and computational methods.
Article
Chemistry, Multidisciplinary
Baitian He, Yulin Chen, Jinglong Chen, Songxi Chen, Manjun Xiao, Guiting Chen, Chuanbo Dai
Summary: This study focuses on the design and synthesis of two novel wide-bandgap polymer donors, PBDT and PBDT-S, which exhibit similar photovoltaic performance and optical properties and good compatibility with the narrow-bandgap acceptor Y6. NF-PSCs based on PBDT:Y6 show an impressive power conversion efficiency, while NF-PSCs based on PBDT-S:Y6 demonstrate moderate efficiency.
Article
Materials Science, Multidisciplinary
Alexander V. Mumyatov, Alexander V. Chernyak, Mohamed M. Elnaggar, Petr M. Kuznetsov, Alexander F. Shestakov, Pavel A. Troshin
Summary: The reaction of phthalaldehyde with tosylhydrazide and alcohols unexpectedly leads to the formation of phthalazinium salts, which can be used as precursors for generating azomethine ylides and functionalizing the fullerene C-60. These fullerene derivatives, incorporating substituents from readily accessible alcohols, show encouraging power conversion efficiencies in perovskite solar cells and possess tunable optoelectronic properties for potential application in organic electronics and photovoltaics.
PHYSICA STATUS SOLIDI-RAPID RESEARCH LETTERS
(2021)
Review
Chemistry, Medicinal
Catia Ornelas-Megiatto, Tiago B. Becher, Jackson D. Megiatto
CURRENT TOPICS IN MEDICINAL CHEMISTRY
(2015)
Article
Chemistry, Physical
Janneke Ravensbergen, Antaeres Antoniuk-Pablant, Benjamin D. Sherman, Gerdenis Kodis, Jackson D. Megiatto, Dalvin D. Mendez-Hernandez, Raoul N. Frese, Rienk van Grondelle, Thomas A. Moore, Ana L. Moore, Devens Gust, John T. M. Kennis
JOURNAL OF PHYSICAL CHEMISTRY B
(2015)
Article
Chemistry, Multidisciplinary
Sabrina V. Kirner, Dirk M. Guldi, Jackson D. Megiatto, David I. Schuster
Article
Biochemistry & Molecular Biology
Jackson D. Megiatto, Bianca M. Cerrutti, Elisabete Frollini
INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES
(2016)
Article
Chemistry, Physical
A. Antoniuk-Pablant, Y. Terazono, B. J. Brennan, B. D. Sherman, J. D. Megiatto, G. W. Brudvig, A. L. Moore, T. A. Moore, D. Gust
JOURNAL OF MATERIALS CHEMISTRY A
(2016)
Article
Agricultural Engineering
B. M. Cerrutti, M. Zambon, J. D. Megiatto, E. Frollini
INDUSTRIAL CROPS AND PRODUCTS
(2017)
Article
Chemistry, Multidisciplinary
Arthur F. P. Alcantara, Liniquer A. Fontana, Vitor H. Rigolin, Yuri F. S. Andrade, Marcos A. Ribeiro, Wdeson P. Barros, Catia Ornelas, Jackson D. Megiatto
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2018)
Article
Chemistry, Multidisciplinary
Arthur F. P. Alcantara, Liniquer A. Fontana, Marlon P. Almeida, Vitor H. Rigolin, Marcos A. Ribeiro, Wdeson P. Barros, Jackson D. Megiatto
CHEMISTRY-A EUROPEAN JOURNAL
(2020)
Article
Multidisciplinary Sciences
Liniquer A. Fontana, Marlon P. Almeida, Arthur F. P. Alcantara, Vitor H. Rigolin, Marcos A. Ribeiro, Wdeson P. Barros, Jackson D. Megiatto
NATURE COMMUNICATIONS
(2020)
Article
Chemistry, Multidisciplinary
Gabriel Perli, Qi Wang, Carolyne B. Braga, Diego L. Bertuzzi, Liniquer A. Fontana, Marco C. P. Soares, Jaime Ruiz, Jackson D. Megiatto, Didier Astruc, Catia Ornelas
Summary: In this work, the application of supramolecular chemistry concepts in dendritic assemblies enabled the formation of advanced dendrimer-based nanotheranostic devices with unique properties. The vesosomes emitted green nontraditional intrinsic fluorescence (NTIL) and showed stability in biological medium, as well as cytotoxic activity against cancer cells. The self-organization of dendrimers into tertiary structures promoted the emergence of new properties, allowing the same component to function as both antitumoral drug and fluorophore.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2021)
Article
Chemistry, Inorganic & Nuclear
Liniquer A. Fontana, Vitor H. Rigolin, Marcos A. Ribeiro, Wdeson P. Barros, Jackson D. Megiatto
Summary: We report a synthetic strategy that allows for the preparation of sterically encumbered heteroleptic Ru(ii) porphyrinates with the desired configuration of stable/inert and weak/labile axial ligands to direct reactions between substrates to exclusively occur at the sterically encumbered face.
DALTON TRANSACTIONS
(2022)
Article
Chemistry, Multidisciplinary
Liniquer A. Fontana, Vitor H. Rigolin, Carolyne B. Braga, Catia Ornelas, Jackson D. Megiatto Jr
Summary: This study introduces an efficient method for functionalizing water-oxidation catalyst iridium oxide nanoparticles with a multi-functionalized porphyrin-based photosynthetic model, overcoming the aggregation issue typically seen when decorating water oxidation nanocolloidal catalysts with hydrophobic sensitizers.
CHEMICAL COMMUNICATIONS
(2021)
Article
Materials Science, Multidisciplinary
Elaine C. Ramires, Jackson D. Megiatto Jr, Alain Dufresne, Elisabete Frollini
Review
Chemistry, Multidisciplinary
Jackson D. Megiatto, Dirk M. Guldi, David I. Schuster
CHEMICAL SOCIETY REVIEWS
(2020)
Article
Multidisciplinary Sciences
Diego L. Bertuzzi, Tiago B. Becher, Naylil M. R. Capreti, Julio Amorim, Igor D. Jurberg, Jackson D. Megiatto, Catia Ornelas
