Article
Chemistry, Multidisciplinary
Yuki Oka, Hiroshi Masai, Jun Terao
Summary: In this study, a ligand-controlled switching method for multistate switching of catenanes controlled by complexation with added amine ligands was reported. A [3]catenane with rigid pi-system comprised of cyclic porphyrin dimers was synthesized to verify this method. The relative positions among the cyclic components of the [3]catenane could be precisely controlled by complexation with various amine ligands. Furthermore, ligand-controlled multistate switching affected the optical properties of the [3]catenanes, with emission intensity being tuned by modulating the sizes and coordination numbers of integrated amine ligands. This work demonstrates the utility of using organic ligands for structural switching of catenanes and contributes to the development of multistate switchable mechanically interlocked molecules.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2023)
Article
Chemistry, Physical
Shu Cai, Qi Zhang, Ziqian Wang, Sheng Hua, Dahu Ding, Tianming Cai, Ruihong Zhang
Summary: The study found that nitrogen configurations doped in the carbon matrix play a key role in activating persulfates, and successfully prepared pyrrolic N-rich biochar BDK900 with ultra-high specific surface area by converting waste bean dregs. BDK900 exhibited superior catalytic activity in persulfate activation, efficiently removing BPA. Surface-bound radicals and electron-transfer mechanism were discovered to contribute to BPA oxidation.
APPLIED CATALYSIS B-ENVIRONMENTAL
(2021)
Article
Chemistry, Multidisciplinary
Dongyao Li, Tian Qin, Xinlu Liu, Boyuan Zhang, Fangrui Zhong, Chunmiao Ma, Quan Gan
Summary: In this study, a twisted macrocycle was synthesized through the rearrangement of hydrogen bonding preference. Single-crystal X-ray structure and NMR spectroscopy demonstrated the ability of the macrocycle to transform between twisted and boxlike conformations. Additionally, it was found that flat aromatic guests could bind to the macrocycle in a 1:1 stoichiometry and could be released by the addition of base.
Article
Chemistry, Multidisciplinary
Hridoy Jyoti Bora, Pranjal Barman, Sushanta Bordoloi, Gautomi Gogoi, Bedanta Gogoi, Neelotpal Sen Sarma, Anamika Kalita
Summary: Organic entities like suitably functionalized naphthalene diimide (NDI) exhibit logical behaviors in response to various external stimuli and can be used to develop digital logic operations. The present study focuses on the utilization of two congeners of NDI, N1 and N2, for the successive turning ON/OFF of fluorescence, with the inclusion of acid and base as triggers. The switching phenomenon of the probes N1 and N2 is applied to construct fundamental digital logic gates, with inputs defined by the presence or absence of acid and base.
Review
Chemistry, Multidisciplinary
Jia-Rui Wu, Gengxin Wu, Dongxia Li, Ying-Wei Yang
Summary: Synthetic macrocycles have played a significant role in supramolecular chemistry, expanding the scope of organic charge transfer complexes and demonstrating practical value in the solid state. This MiniReview summarizes the research progress on macrocycle-based crystalline supramolecular assemblies driven by intermolecular charge transfer interactions (MCCAs). The assemblies are classified based on their donor-acceptor constituent elements, including simplex macrocyclic hosts, heterogeneous macrocyclic hosts, and host-guest D-A pairs. The diverse functions, applications, and underlying charge transfer mechanisms are discussed from the perspective of crystal engineering. The remaining challenges and prospects are also outlined.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2023)
Article
Chemistry, Physical
Ayan Bhattacharyya, Suman De Sarkar, Anindita Das
Summary: Visible-light-mediated photoredox catalysis has been developed as an efficient alternative to conventional organic synthesis, with researchers now incorporating supramolecular chemistry techniques to customize traditional catalysts and expand their scope through noncovalent interactions. The use of supramolecular engineering has led to improved efficiency in known chemical reactions and the development of advanced synthetic methodologies. Additionally, self-assembly strategies within confined nanospaces have been shown to impact photocatalytic reactions.
Article
Chemistry, Multidisciplinary
Rebecca L. Spicer, Helen M. O'Connor, Yael Ben-Tal, Hang Zhou, Patrick J. Boaler, Fraser C. Milne, Euan K. Brechin, Guy. C. Lloyd-Jones, Paul J. Lusby
Summary: Coordination cage catalysis is a strategy that utilizes a cage as an exogenous catalyst, rather than relying on the endogenous binding of substrates. The cage alters the properties of a cofactor guest, which then transfers reactivity to the bulk-phase to catalyze reactions.
Article
Polymer Science
Xiao-Yang Zhao, Jia Wang, Qi-Shan Yang
Summary: The article introduces a novel terbium-based coordination polymer with excellent sensitivity and selectivity in detecting ascorbic acid. The sensing mechanism is mainly achieved through absorption competition and photoinduced electron transfer processes.
EUROPEAN POLYMER JOURNAL
(2021)
Article
Engineering, Environmental
Jahidul Hoq, Md. Fahamidul Islam, Md. Rezwan Miah, Mohammed M. Rahman, Albandary Almahri, Mohammad A. Hasnat
Summary: In this study, the electrochemical oxidation of paracetamol was investigated using a polycrystalline gold electrode modified with an iodine adlayer. The iodide adsorption on the electrode surface eliminated the limitation of PCT adsorption and improved the PCT oxidation reaction. The formulated iodine adlayer electrode showed a diffusion-controlled pathway for PCT electro-oxidation with a high reaction rate. The electrode also exhibited good sensitivity and low detection limit for PCT detection.
JOURNAL OF ENVIRONMENTAL CHEMICAL ENGINEERING
(2022)
Article
Chemistry, Multidisciplinary
Tomoya Imai, Daisuke Sakamaki, Shinobu Aoyagi, Toru Amaya
Summary: The design and synthesis of a cyclic [3]spirobifluorenylene molecule with bulky alkyl groups allows for investigation into electron transfer phenomena in a pi-conjugated system. The molecule exhibits intramolecular electron transfer and spin delocalization, making it a useful tool for studying electron transfer in molecular wires.
CHEMISTRY-A EUROPEAN JOURNAL
(2023)
Article
Chemistry, Multidisciplinary
Sairam Dnyaneshwar Veer, Vivek Chandrakant Wakchaure, Kiran Asokan, Ruchi Dixit, Tanmay Goswami, Ramchandra Saha, Rajesh Gonnade, Hirendra N. Ghosh, Sukumaran Santhosh Babu
Summary: Aesthetic designs from nature inspire scientific models and enable new knowledge. The advantageous positioning of structural units in multicomponent macrocycles allows for efficient communication. However, the construction of a functionalizable macrocycle for ultrafast charge separation and stabilization has not been attempted. In this study, a new functionalizable macrocycle was synthesized and its charge separation and stabilization capabilities were observed. The design of our macrocycle, with a supportive spatial arrangement of donor and acceptor units, will inspire the development of more complex synthetic systems with exciting electron-transfer and charge-separation features.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2023)
Article
Chemistry, Multidisciplinary
Kevin Bold, Matthias Stolte, Kazutaka Shoyama, Marco Holzapfel, Alexander Schmiedel, Christoph Lambert, Frank Wuerthner
Summary: Two macrocyclic architectures comprising oligothiophene strands that connect the imide positions of a perylene biscimide (PBI) dye have been synthesized via a platinum-mediated cross-coupling strategy. The crystal structure of the double bridged PBI reveals all syn-arranged thiophene units enclosed a planar PBI chromophore via a 12-membered macrocycle. The target structures exhibit ultrafast Forster Resonance Energy Transfer and photoinduced electron transfer, resulting in extremely low fluorescence quantum yields even in the lowest polarity cyclohexane solvent.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2022)
Article
Chemistry, Multidisciplinary
Simon Zank, Jesus M. Fernandez-Garcia, Anton J. Stasyuk, Alexander A. Voityuk, Marcel Krug, Miquel Sola, Dirk M. Guldi, Nazario Martin
Summary: The formation of supramolecular complexes between C-60 and a molecular nanographene with both positive and negative curvatures was studied, showing the ability to form complexes with various stoichiometries. By experimental and theoretical methods, the association constants and stability of the complexes were determined, along with the prediction of photoinduced electron transfer processes. Time-resolved transient absorption measurements revealed the formation of new species, such as the one-electron reduced form of C-60, in different solvents upon photo-excitation.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2022)
Article
Chemistry, Multidisciplinary
S. Poulose, K. C. Naeem, C. Vijayakumar
Summary: In this work, thermoresponsive, reversible color and photoluminescence switching in divinylbenzene-benzoxazole derivatives are demonstrated. The fluorescence switching is caused by differential chromophore packing and resulting charge transfer On/Off states induced by heat. It is found that the reversibility, color range, and transition temperature of luminescence switching depend on the length of alkyl chains. These findings suggest that controlling charge-transfer interactions in chromophore assemblies may offer a versatile approach for creating functional organic materials with switchable, high-contrast solid-state luminescence.
MATERIALS TODAY CHEMISTRY
(2023)
Review
Chemistry, Physical
Daria V. Berdnikova, Ekaterina Y. Chernikova
Summary: This review outlines the development of CB[n]-based systems for fluorescence and phosphorescence energy transfer and highlights the achievements, challenges, and future perspectives of this combination of classical photophysical process and supramolecular host. The review also focuses on the current and potential applications of these systems.
Article
Materials Science, Biomaterials
Wioleta Borzecka, Patricia M. R. Pereira, Rosa Fernandes, Tito Trindade, Tomas Torres, Joao P. C. Tome
Summary: A new silica nanoparticle-based system for delivering photosensitizers during photodynamic therapy to tumor tissues has been studied. The system showed good uptake and phototoxicity, especially in UM-UC-3 cancer cells.
JOURNAL OF MATERIALS CHEMISTRY B
(2022)
Article
Chemistry, Multidisciplinary
Veronica Almeida-Marrero, Fleur Bethlehem, Sara Longo, M. Candelaria Bertolino, Tomas Torres, Jurriaan Huskens, Andres de la Escosura
Summary: Modifying surfaces with multiple ligands allows for the study of multivalency, which has been successfully demonstrated in the efficient binding of a photosensitizer-nanocarrier system to siglec10. This approach represents a potential method for targeting siglec-expressing cells with photosensitizing nanocarriers.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2022)
Article
Chemistry, Physical
Benedikt Platzer, Basma Ghazal, Victor Marinas, Jorge Labella, M. Victoria Martinez-Diaz, Saad Maksheed, Dirk M. Guldi, Tomas Torres
Summary: This study reports the synthesis and photophysical characterization of a ZnPc-SubPc conjugate connected through a short-range alkyne spacer, confirming the occurrence of complete charge separation from a photoexcited charge transfer state.
Review
Chemistry, Multidisciplinary
Nedjeljko Seselj, Silvia M. M. Alfaro, Eftychia Bompolaki, Lars N. N. Cleemann, Tomas Torres, Kobra Azizi
Summary: The constant increase in global emission standards has led to the importance of fuel cell (FC) technology. Research in the past two decades has focused on developing more active catalysts for high-temperature polymer electrolyte membrane fuel cells (HT-PEMFC) and improving their durability. Two main approaches have been suggested: alloying platinum (Pt) with low-cost transition metals to reduce Pt usage, and developing novel catalyst supports to enhance metal particle anchoring and inhibit corrosion phenomena. This comprehensive review details the recent development of platinum group metal (PGM) and platinum group metal free (PGM-free) catalysts, as well as alternative carbon (C) supports for HT-PEMFCs.
ADVANCED MATERIALS
(2023)
Article
Chemistry, Multidisciplinary
Marta Gomez-Gomez, Jorge Labella, Tomas Torres
Summary: This study presents the synthesis, electronic properties, and reactivity of borylated subphthalocyanines, which are prepared via Suzuki-Miyaura borylation with high yields. These compounds are easily purified, exhibit excellent stability, and serve as powerful starting materials for post-functionalization of SubPcs. This novel approach is more efficient than existing methods and enables the preparation of exotic SubPc dimeric species with promising properties for optoelectronic devices.
CHEMISTRY-A EUROPEAN JOURNAL
(2023)
Article
Chemistry, Medicinal
Gonzalo Duran-Sampedro, Evelyn Y. Xue, Marta Moreno-Simoni, Celia Paramio, Tomas Torres, Dennis K. P. Ng, Gema de la Torre
Summary: Pt(II)-BODIPY complexes combine the chemotherapeutic activity of Pt(II) with the photocytotoxicity of BODIPYs. Additional conjugation with targeting ligands can boost the uptake by cancer cells that overexpress the corresponding receptors. Both Pt(II) triangles, 1 and 2, built with pyridyl BODIPYs functionalized with glucose or triethylene glycol methyl ether, showed higher singlet oxygen quantum yields and cellular uptake compared to non-functionalized BODIPYs.
JOURNAL OF MEDICINAL CHEMISTRY
(2023)
Article
Chemistry, Multidisciplinary
Henrik Gotfredsen, Dominik Thiel, Phillip M. Greibel, Lan Chen, Marcel Krug, Ilias Papadopoulos, Michael J. Ferguson, Mogens Brondsted Nielsen, Tomas Torres, Timothy Clark, Dirk M. Guldi, Rik R. Tykwinski
Summary: This study investigates the influence of sensitizer-chromophore geometry on the separation of singlet excited states into triplet excited states. Two conjugates with different arrangements were synthesized and compared. The results show that the energy transfer rate is 26 times faster in the peripheral arrangement, even though the chromophores are farther apart. This rate acceleration is attributed to the more favorable relative orientation of the transition dipole moments in the peripheral structure. These findings are of significant importance for solar energy research.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2023)
Review
Chemistry, Multidisciplinary
Jorge Labella, Tomas Torres
Summary: Subphthalocyanines (SubPcs) have been extensively researched due to their unique properties, rich chemistry, and wide applicability. Significant progress has been made in understanding the molecular structure-property relationship of SubPcs and implementing them in advanced technological devices. However, SubPcs still have untapped potential more than 50 years after their discovery. In this short review, we highlight the main trends in SubPc chemistry, with a focus on their use as molecular materials.
TRENDS IN CHEMISTRY
(2023)
Article
Chemistry, Multidisciplinary
Ainhoa Salazar, Marta Moreno-Simoni, Sunit Kumar, Jorge Labella, Tomas Torres, Gema de la Torre
Summary: This study introduces a supramolecular cage that acts as a catalytic molecular reactor for transformations over fullerenes in aqueous medium. The cage, based on metallo-organic Pd(II)-subphthalocyanine, facilitates Diels-Alder reactions between C60 and anthracene with high regioselectivity. Catalytic turnover is achieved by the lower stability of the host:guest complex with the resulting C60 cycloadduct, allowing for better conversions in the hydrophobic environment provided by the cage.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2023)
Article
Biochemistry & Molecular Biology
Evgenii N. Ivanov, Veronica Almeida-Marrero, Oskar I. Koifman, Viktor V. Aleksandriiskii, Tomas Torres, Mikhail K. Islyaikin
Summary: New substituted [30]trithiadodecaazahexaphyrines (hemihexaphyrazines) were synthesized by a crossover condensation of 2,5-diamino-1,3,4-thiadiazole with 4-chloro-5-(2,6-diisopropylphenoxy)- or 4,5-bis-(2,6-diisopropylphenoxy)phthalonitriles. The compounds were characterized by various spectroscopic and analytical techniques.
Article
Materials Science, Multidisciplinary
Anna-Sophie Wollny, Giulia Lavarda, Ilias Papadopoulos, Ismael Lopez-Duarte, Henrik Gotfredsen, Yuxuan Hou, Rik R. Tykwinski, Tomas Torres, Dirk M. Guldi
Summary: In this study, the energy donor BODIPY is combined with pentacene dimer to form a conjugate BODIPYPnc(2) that can absorb a broad range of solar spectrum. Upon photoexcitation, the singlet excited state energy of BODIPY is transferred to the pentacene dimer through FRET, and then the pentacene dimer undergoes singlet fission. The results indicate that solvent polarity affects the system, with the highest FRET rate and triplet quantum yield obtained in the most polar solvent benzonitrile.
ADVANCED OPTICAL MATERIALS
(2023)
Article
Electrochemistry
Jose Garcia-Calvo, Rosemary R. Cranston, Ismael Lopez-Duarte, Tomas Torres, Benoit H. Lessard
Summary: This article discusses the synthesis and implementation of two novel ruthenium phthalocyanine derivatives in organic thin-film transistors (OTFTs). One derivative showed promising performance, while the other did not. This study provides a promising starting point for the future development of ruthenium phthalocyanine electronic devices.
Article
Pharmacology & Pharmacy
Irene Paramio, Ainhoa Salazar, Mireia Jorda-Redondo, Santi Nonell, Tomas Torres, Gema de la Torre
Summary: In this study, the authors demonstrated the ability of amphiphilic Phthalocyanine (Pc) photosensitizers (PS) to assemble into cationic nanoparticles in water and effectively kill bacterial strains through photoinactivation. The stability and characteristics of the PS nanoparticles were investigated using various spectroscopic and imaging techniques. Among the synthesized PS, PS1 showed the highest efficacy in killing both gram-positive S. aureus and gram-negative E. coli, potentially due to its lower stability and ability to recover the photophysical properties of the non-aggregated species after binding to the bacteria surface.
ADVANCED THERAPEUTICS
(2023)
Article
Materials Science, Multidisciplinary
Jorge Labella, Kazutaka Shoyama, David Guzman, Tim Schembri, Matthias Stolte, Tomas Torres, Frank Wuerthner
Summary: Imide-fused porphyrinoid compounds with naphthalimide were synthesized as NIR-absorbing n-type organic semiconductors. Two different synthetic routes were used, including an annulation reaction between a boronic ester and dibromo-NMI, and a cyclotrimerization of NMI-fused phthalonitrile. The N-alkyl substituted derivative was utilized as a nonfullerene acceptor in organic solar cells, achieving a highest power conversion efficiency of 7.0%.
ACS MATERIALS LETTERS
(2023)
Article
Chemistry, Multidisciplinary
Jorge Labella, Deb Kumar Bhowmick, Anil Kumar, Ron Naaman, Tomas Torres
Summary: High spin polarization (SP) in studies of chiral induced spin selectivity (CISS) is achieved through proper organization of chiral molecules using anchoring groups or complex supramolecular polymers. A new class of spin filters based on bowl-shaped aromatics show high-quality thin-film formation through simple spin-coating and exhibit high spin filtering properties. Devices containing enantiopure tribromo-subphthalocyanines (SubPcs) demonstrate well-ordered chiral structures and achieve high SPs comparable to current complex methodologies, opening up new possibilities for realistic and efficient spintronic devices based on the CISS effect.
Review
Chemistry, Multidisciplinary
Dan He, Yawen Li, Fuwen Zhao, Yuze Lin
Summary: High trap density in organic solar cells leads to localized charge carriers and reduced carrier lifetime, limiting device efficiency. This feature article summarizes the recent advances of trap suppression by material design and device engineering.
CHEMICAL COMMUNICATIONS
(2024)
Review
Chemistry, Multidisciplinary
Olivier Monfort, Arshitha Madhusudhan, Martin Motola
Summary: This article presents the advantages of coupling photocatalysis and Fenton-based processes for environmental remediation and discusses their synergy. It critically examines the simultaneous triggering of these two processes and provides insights into research approaches. The study aims to enhance understanding of this complex process and highlight the potential integration of new catalysts in current wastewater treatment technology.
CHEMICAL COMMUNICATIONS
(2024)
Article
Chemistry, Multidisciplinary
Manideepa Dhar, Chittaranjan Mishra, Avijit Das, Uttam Manna
Summary: An approach of 'polymerization of monomers in its aggregated form' has been introduced to tailor the water wettability of fibrous and porous substrates, achieving hydrophobicity to superhydrophobicity transition, as well as patterned wettability. This facile chemical method provides a durable coating with adjustable and patterned wettability for various potential applications.
CHEMICAL COMMUNICATIONS
(2024)
Article
Chemistry, Multidisciplinary
Saswat Ranjan Bhoi, Chhanda Debnath, Shikha Gandhi
Summary: In this article, a novel catalytic reaction using Pd(0) and Bronsted acid is reported for the synthesis of biologically important imidazolidinone-fused N-heterocycles through redox-neutral intramolecular N-allylation of indoles and pyrroles with alkynes. This atom-economical method is applicable to a wide range of substrates and eliminates the need for leaving groups or oxidizing agents commonly used in traditional allylation reactions.
CHEMICAL COMMUNICATIONS
(2024)
Article
Chemistry, Multidisciplinary
Longkun Chen, Mingshuai Zhang, Meichen Liu, Zhuoyuan Liu, Yuetong Qiu, Zhilai Zhang, Fuchao Yu, Jiuzhong Huang
Summary: In this study, an efficient Rh(III)-catalyzed selective mono- and dual-C-H bond functionalization/cyclization with iodonium ylide as the sole coupling partner was demonstrated. Fused benzodiazepine skeletons were obtained in excellent yields, providing an improved approach to dual C-H unsymmetrical functionalization.
CHEMICAL COMMUNICATIONS
(2024)
Article
Chemistry, Multidisciplinary
Alice Kennett, Sven Epple, Gabriella van der Valk, Irene Georgiou, Evelyne Gout, Romain R. Vives, Angela J. Russell
Summary: This study presents the design and synthesis of sulfated disaccharide inhibitors based on IdoA(2S)-GlcNS(6S), which showed potent inhibition of Sulf-2. The results suggest that IdoA(2S)-GlcNS(6S) is the shortest fragment size required for effective inhibition of Sulfs, and a trisulfated disaccharide is identified as the minimal fragment size of heparan sulfate for effective endosulfatase inhibition.
CHEMICAL COMMUNICATIONS
(2024)
Article
Chemistry, Multidisciplinary
Mauro Garbini, Andrea Brunetti, Riccardo Pedrazzani, Magda Monari, Massimo Marcaccio, Giulio Bertuzzi, Marco Bandini
Summary: The self-adaptability of galvanostatic electrolysis was found to be helpful in a multistage chemo- and diastereoselective electrochemically promoted cyclodimerization of chalcones. Through a series of reductive events, densely functionalized cyclopentanes with five contiguous stereocenters were obtained (25 examples, yields up to 95%, dr values up to >20:1). Further experimental and electrochemical investigations indicated the crucial role of dynamic kinetic resolution of the aldol intermediate in the reaction mechanism.
CHEMICAL COMMUNICATIONS
(2024)
Article
Chemistry, Multidisciplinary
Dhananjay S. Nipate, Neha Meena, Prakash N. Swami, Krishnan Rangan, Anil Kumar
Summary: In this study, the synthesis of functionalized benzo[a]phenazines and indazolo[2,3-a]quinolines was achieved through Rh(III)-catalyzed oxidative annulation of 2-arylquinoxalines and 2-aryl-2H-indazoles with allyl alcohols. The method showed a wide substrate scope, excellent functional group tolerance, good to high yields of annulated products, and the capability for scaled-up synthesis. A tentative mechanism of the annulation reaction was proposed based on a preliminary mechanistic investigation.
CHEMICAL COMMUNICATIONS
(2024)
Article
Chemistry, Multidisciplinary
Ruonan Zhang, Abudukadi Tudi, Xia Yang, Xuping Wang, Zhihua Yang, Shujuan Han, Shilie Pan
Summary: A new lead tellurium borate material with a unique fundamental building block [B4O10] was synthesized and found to exhibit high birefringence. The structure-property relationship was discussed using first-principles calculations.
CHEMICAL COMMUNICATIONS
(2024)
Article
Chemistry, Multidisciplinary
Amresh Kumar Singh, Baishali Thakurta, Anupam Giri, Monalisa Pal
Summary: This study introduces three key concepts for the quick synthesis of large-scale high-quality 2D materials films and their utilization in device fabrication.
CHEMICAL COMMUNICATIONS
(2024)
Article
Chemistry, Multidisciplinary
Reina Hagiwara, Shun Nishimura, Kosuke Okeyoshi
Summary: A copolymer-conjugated nanocatalytic system has been developed to improve electron transfer and enhance photoinduced H2 generation.
CHEMICAL COMMUNICATIONS
(2024)
