Article
Chemistry, Applied
Shalu Gupta, Marilyn Daisy Milton
Summary: A series of novel Y-shaped push-pull quinoxaline derivatives with quadrupolar and tripodal arrangement were designed, synthesized, and characterized, showing positive solvatochromism, aggregation induced emission enhancement, and reversible changes in spectral and visible colors in the presence of acid. Protonation of a tripodal derivative in chloroform solution led to white photo-luminescence, suggesting potential applications in white light emitting diodes.
Article
Chemistry, Multidisciplinary
Manuel A. Martinez, Azahara Doncel-Gimenez, Jesus Cerda, Joaquin Calbo, Rafael Rodriguez, Juan Arago, Jeanne Crassous, Enrique Orti, Luis Sanchez
Summary: The study explores the self-assembling features of two series of N-annulated perylene bisimides, highlighting the significant influence of the distance between the PBI core and the peripheral groups on chiroptical properties and supramolecular polymerization mechanism. The research also shows how attaching the peripheral groups directly to the N-annulated PBI core changes the self-assembling properties and leads to the formation of H-type aggregates with strong aggregation-caused quenching effects. Additionally, a solvent-controlled stereomutation is observed for chiral compounds, resulting in helical supramolecular polymers with different handedness depending on the solvent.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2021)
Article
Chemistry, Multidisciplinary
Josh D. B. Koenig, Mahmoud E. Farahat, Gregory C. Welch
Summary: In this study, two novel N-annulated perylene diimide (NPDI) tetramer arrays were designed, synthesized, and characterized using copper catalyzed alkyne-azide cycloaddition. Despite having similar optoelectronic properties, the two tetramers showed distinct molecular geometries. Organic photovoltaic devices were constructed to demonstrate the applicability of these compounds as electron acceptor materials, with slightly higher power conversion efficiencies achieved with one tetramer compared to the other. This study highlights the potential of using click chemistry as a convenient synthetic strategy for developing new perylene diimide materials for organic electronic applications.
Article
Chemistry, Multidisciplinary
Mark Martell, Michael U. Ocheje, Benjamin S. Gelfand, Simon Rondeau-Gagne, Gregory C. Welch
Summary: This study reports the synthesis and characterization of six new N-annulated perylene diimide (N-PDI) molecules with different alkyl-based heteroatom and waxy infused sidechains, using facile S(N)2 chemistry. The N-PDI derivatives were shown to have high yields without the need for column chromatography purification. Characterization of these molecules was completed using UV-Vis spectroscopy, cyclic voltammetry, and solubility determination to understand the impact of the sidechains on structure-properties relationships.
NEW JOURNAL OF CHEMISTRY
(2021)
Article
Chemistry, Multidisciplinary
Ambra M. Cancelliere, Maurilio Galletta, Antonino Arrigo, Enza Fazio, Sebastiano Campagna, Fausto Puntoriero
Summary: This study reports the absorption spectra and photophysical properties of assemblies of a strongly emissive N-annulated perylene dye in ethanol-water solutions. It is found that excimer emission and charge separation occur in the homo-aggregate and hetero-aggregate assemblies, respectively. The extent of excimer emission is limited in the hetero-aggregate systems.
CHEMISTRY-A EUROPEAN JOURNAL
(2023)
Article
Chemistry, Physical
Jeswin Sunny, Ebin Sebastian, Suvarna Sujilkumar, Frank Wuerthner, Bernd Engels, Mahesh Hariharan
Summary: This study reports the unprecedented population of triplet excited states in a series of nitrogen-annulated perylene bisimide chromophores. Ultrafast intersystem crossing is found in Br-NPBI, leading to enhanced triplet population. The quantum chemical calculations reveal the important role of nitrogen annulation in tuning the excited state energy levels to favor intersystem crossing.
PHYSICAL CHEMISTRY CHEMICAL PHYSICS
(2023)
Article
Chemistry, Physical
Jeswin Sunny, Ebin Sebastian, Suvarna Sujilkumar, Frank Wuerthner, Bernd Engels, Mahesh Hariharan
Summary: Efficient population of triplet excited states has been a long-standing challenge in heavy metal-free organic chromophores. This study demonstrates the unprecedented population of triplet excited states in nitrogen-annulated perylene bisimide chromophores through the design strategy of nitrogen annulation. The enhancement in triplet population by bromine substitution is also observed.
PHYSICAL CHEMISTRY CHEMICAL PHYSICS
(2023)
Article
Chemistry, Analytical
Pedro E. Martin Varguez, Jean-Manuel Raimundo
Summary: A novel phenothiazine-based chemical sensor for naked eye detection of cyanide was synthesized and characterized in this study. The sensor demonstrated high specificity for cyanide and acetate with low LODs, and a paper test strip was prepared for qualitative naked eye cyanide sensing.
Article
Chemistry, Applied
Danil K. Vshivkov, Arthur N. Bakiev, Diana A. Eshmemeteva, Anton S. Makarov
Summary: In this study, a general synthetic strategy is proposed for potential push-pull chromophores with furan, benzofuran, pyrrole, and indole π-spacers based on the reactivity of substituted furans acting as nucleophilic or electrophilic relays. The results indicate that this strategy could be utilized for designing potential dyes for further investigation in organic solar cells or dye-sensitized solar cells.
Article
Chemistry, Physical
Ifeanyi K. Madu, Hanjie Jiang, Audrey Laventure, Paul M. Zimmerman, Gregory C. Welch, Theodore Goodson
Summary: This study explores the use of N-annulated perylene diimide (PDI) dimers, revealing that ring fusion significantly increases charge separation rate and triplet production, enhancing electronic coupling between photoexcited species. Ring fusion provides excellent pi-conjugation and reduces aggregation effects.
JOURNAL OF PHYSICAL CHEMISTRY C
(2021)
Article
Chemistry, Multidisciplinary
Yang Zhang, Juejun Wang, Hongming Chen, Meijin Lin
Summary: The rotatable C2 axes between two perylene diimides moieties lead to aggregation-induced emission enhancement, while steric hindrances result in chirality inversion, forming helical Xaggregates with chirality inversion characteristics.
CHINESE CHEMICAL LETTERS
(2022)
Article
Chemistry, Multidisciplinary
Cristina Naranjo, Azahara Doncel-Gimenez, Rafael Gomez, Juan Arago, Enrique Orti, Luis Sanchez
Summary: The synthesis and self-assembling features of N-annulated perylene diimide (NPBI) 1 in different solvents are reported. Compound 1 possesses two chiral linkers derived from (S)-(+)-alaninol, connecting the central aromatic NPBI segment and the peripheral trialkoxybenzamide units. It has been demonstrated that NPBI 1 shows a strong tendency to self-assemble even in a good solvent like CHCl3, forming chiral dimers driven by the p-stacking of two units of the NPBI core.
Article
Chemistry, Applied
Tatyana N. Moshkina, Emiliya V. Nosova, Alexandra E. Kopotilova, Borys Osmialowski, Alejandro I. Reguant, Pavel A. Slepukhin, Galina N. Lipunova, Olga S. Taniya, Alexey A. Kalinichev, Valery N. Charushin
Summary: A series of novel V-shaped D-pi-A-pi-D push-pull chromophores were designed, synthesized, and characterized, with the 6-cyano derivatives showing a red shift compared to the 6,7-difluoro counterparts. The compounds exhibited positive emission solvatochromism with increasing solvent polarity, and the 6,7-difluoroquinoxalines displayed changes in emission maxima or intensity after mechanic stimulation. The electronic-structure calculations provided a deeper insight into the experimental data, showcasing the multifunctional nature of these chromophores.
Article
Materials Science, Multidisciplinary
Mark Rutschmann, Claus Feldmann
Summary: PD/CC@SiO2 core-shell nanoparticles with excellent fluorescence properties and high colloidal stability were prepared using a water-based injection method. The PD in the nanoparticle core showed no photobleaching even after continuous UV illumination for 20 hours, indicating a high quantum yield.
JOURNAL OF MATERIALS CHEMISTRY C
(2023)
Article
Chemistry, Multidisciplinary
Sergi Bujosa, Elisa E. Greciano, Manuel A. Martinez, Luis Sanchez, Bartolome Soberats
Summary: In this study, we reported the liquid-crystalline and luminescent properties of a series of N-annulated perylenes. It was found that the liquid-crystalline properties of these compounds depend on the number and position of hydrogen bonding units and amide linkers in the molecule. Compounds with no hydrogen bonding units in the inner part of the molecule exhibit luminescence vapochromism when exposed to organic solvent vapors.
CHEMISTRY-A EUROPEAN JOURNAL
(2021)
Review
Chemistry, Multidisciplinary
Congyong Wang, Zhicheng Zhang, Yating Zhu, Chenhuai Yang, Jishan Wu, Wenping Hu
Summary: This review summarizes recent research advances in 2D COFs, focusing on the preparation of 2D COF powders, single crystals, and thin films, as well as their advanced optical, electrical, and magnetic functionalities. Challenging issues and potential research outlook for 2D COFs in terms of structure, synthesis, and functionalities are also discussed.
ADVANCED MATERIALS
(2022)
Article
Chemistry, Multidisciplinary
Shaofei Wu, Yong Ni, Yi Han, Xudong Hou, Congyong Wang, Wenping Hu, Jishan Wu
Summary: In this study, a facilely synthesized molecular cage containing bridged triphenylamine units and quinoidal bithiophene arms was examined. The results demonstrated different aromatic properties of the cage in different oxidation states, providing further insight into the relationship between 2D Hückel/Baird aromaticity and 3D global π-aromaticity.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2022)
Article
Chemistry, Multidisciplinary
Zhengtao Li, Xudong Hou, Yi Han, Wei Fan, Yong Ni, Qifeng Zhou, Jun Zhu, Shaofei Wu, Kuo-Wei Huang, Jishan Wu
Summary: A new [8]cyclo-para-phenylmethine derivative was synthesized and its structure and properties were investigated. The compound exhibited a unique geometry and dynamic processes, showing good aromaticity.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2022)
Article
Chemistry, Multidisciplinary
Haipeng Wei, Xudong Hou, Tingting Xu, Ya Zou, Guangwu Li, Shaofei Wu, Yanhou Geng, Jishan Wu
Summary: This study reports the solution-phase synthesis and isolation of a nitrogen-doped triangulene and its cation. Both compounds show reasonable stability and have different ground states. The study provides a rational strategy for accessing high-spin systems through heteroatom doping.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2022)
Article
Engineering, Chemical
Jishan Wu, Bongyeon Jung, Arezou Anvari, SungJu Im, Mackenzie Anderson, Xiaoyu Zheng, David Jassby, Richard B. Kaner, Derrick Dlamini, Arian Edalat, Eric M. Hoek
Summary: In this study, the performance of commercially-available thin film composite membranes (BWRO, SWRO, HPRO) at different pressures was investigated. The results showed that the water permeability of all tested membranes decreased with increasing pressure, while rejection behavior varied depending on the membrane type and permeate carrier materials.
Article
Materials Science, Multidisciplinary
Congyong Wang, Qisheng Sun, Gang Peng, Yujie Yan, Xipeng Yu, Enlong Li, Rengjian Yu, Changsong Gao, Xiaotao Zhang, Shuming Duan, Huipeng Chen, Jishan Wu, Wenping Hu
Summary: This study presents a new method for fabricating photonic synaptic transistors using spin coating. The blend of CsPbBr3 perovskite quantum dots and PDVT-10 conjugated polymer used in this method exhibits a flat surface, exceptional optical absorption, and remarkable charge transporting performance, enabling efficient photon-to-electron conversion. By utilizing the photonic potentiation and electrical depression features, these synaptic transistors demonstrate high pattern recognition accuracy in neuromorphic computing simulations.
SCIENCE CHINA-MATERIALS
(2022)
Article
Engineering, Environmental
Bongyeon Jung, Shengcun Ma, Chia Miang Khor, Noman Khalid Khanzada, Arezou Anvari, Xinyi Wang, Sungju Im, Jishan Wu, Unnati Rao, Alicia Kyoungjin An, Eric M. V. Hoek, David Jassby
Summary: This study presents electrically-conductive nanofiltration (ECNF) membranes that can inhibit mineral scaling with an external electrical source. By applying electrical potentials to the membrane surface, the formation of scaling can be reduced, protecting the membrane and improving water recovery.
CHEMICAL ENGINEERING JOURNAL
(2023)
Article
Chemistry, Multidisciplinary
Ya Zou, Xudong Hou, Haipeng Wei, Jiawei Shao, Qing Jiang, Longbin Ren, Jishan Wu
Summary: In this study, three derivatives of circumcoronene have been successfully synthesized using Bronsted/Lewis acid-mediated cyclization of vinyl ether or alkyne. Their structures were confirmed via X-ray crystallographic analysis. Bond length analysis, NMR measurement, and theoretical calculations showed that circumcoronene mostly follows Clar's bonding model and exhibits dominant local aromaticity. Its absorption and emission spectra are similar to those of the smaller hexagonal coronene due to its six-fold symmetry.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2023)
Article
Chemistry, Multidisciplinary
Gui-Fei Huo, Toshiya M. Fukunaga, Xudong Hou, Yi Han, Wei Fan, Shaofei Wu, Hiroyuki Isobe, Jishan Wu
Summary: A facile synthesis method for expanded helicenes was reported in this study, which involves Suzuki coupling-based oligomerization and Bi(OTf)(3)-mediated regioselective cyclization. The structures of the synthesized compounds were determined by X-ray crystallographic analysis. Enantiopure H2, H3, and H4 with high absorption dissymmetry factors (|g(abs)|) were isolated using chiral HPLC, and all of them exhibited strong chiroptical responses.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2023)
Article
Chemistry, Multidisciplinary
Ming-Wei Wang, Wei Fan, Xiaonan Li, Yujian Liu, Zuoyu Li, Wei Jiang, Jishan Wu, Zhaohui Wang
Summary: The creation and development of carbon nanomaterials have greatly advanced material science. Bottom-up synthesis has been an efficient strategy to synthesize atomically precise carbon nanomaterials, known as molecular carbons, with different sizes and topologies. This Perspective introduces recent progress in molecular carbons derived from various carbon nanomaterials and discusses their relationship. The presentation of multiple viewpoints is expected to facilitate further advancement in this field.
Article
Chemistry, Multidisciplinary
Tong Shen, Ya Zou, Xudong Hou, Haipeng Wei, Longbin Ren, Liuying Jiao, Jishan Wu
Summary: This study presents a straightforward synthetic method for a series of ribbon-like polycyclic aromatic hydrocarbons (PAHs) and investigates their structure-dependent electronic properties. The molecules exhibit enhanced electronic absorption and multiple amphoteric redox waves as the chain length increases.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2023)
Article
Chemistry, Multidisciplinary
Gabriel Merino, Miquel Sola, Israel Fernandez, Cina Foroutan-Nejad, Paolo Lazzeretti, Gernot Frenking, Harry L. Anderson, Dage Sundholm, Fernando P. Cossio, Marina A. Petrukhina, Jishan Wu, Judy I. Wu, Albeiro Restrepo
Summary: Aromaticity is a deeply rooted concept in chemistry, but there is no consensus on its definition due to the many attributes associated with it. This perspective aims to reflect the current state and future direction of the aromaticity research community.
Article
Chemistry, Multidisciplinary
Zao Wang, Man Wang, Jiajia Song, Jishan Wu, Zhen Li
Summary: In this work, two Ni metal-organic layers (MOLs), Ni-MOL-100 and Ni-MOL-010, were synthesized by tuning the molar ratios of metal ions and organic ligands. It was found that Ni-MOL-100 exhibited higher catalytic activity than Ni-MOL-010 due to its appropriate conduction band potential and more exposure of coordination-unsaturated Ni(ii) ions, which promoted carrier transfer and accelerated the hydrogen evolution reaction rate. This work demonstrates the important role of crystal surface tailoring engineering in the design of photocatalytic hydrogen evolution cocatalysts.
MATERIALS CHEMISTRY FRONTIERS
(2023)
Article
Chemistry, Multidisciplinary
Zhao Chen, Mao Quan, Yi-Wei Dong, Ming-Shuang Li, Song-Meng Wang, Lei-Min Zhao, Liu-Pan Yang, Jishan Wu, Wei Jiang
Summary: Molecular recognition and spectral tuning of 13 organic dyes were achieved in water using amide naphthotubes. The affinity with a styryl derivative is the highest among all known hosts, reaching 4.5 x 10(7) M-1. Additionally, significant fluorescence enhancement was observed for styryl derivatives, indicating potential analytical applications.
CHEMICAL COMMUNICATIONS
(2022)
Article
Materials Science, Multidisciplinary
Xudong Hou, Keyu Geng, Jing Li, Shaofei Wu, Jishan Wu
Summary: In this study, a new method for the synthesis of olefin-linked, pi-conjugated covalent organic framework was developed by using acid-mediated aldol condensation between s-indacene-1,3,S,7(2H,6H)-tetraone (INDO4) and aromatic aldehydes. A crystalline dibenzylidene-s-indacenetetraone-based COF (NCOF-1) was obtained, with an eclipsed (AA) stacking in the solid state. The COF exhibited n-type semiconducting character due to the electron-deficient nature of the INDO4 unit, and chemical doping with electron-rich N-DMBI resulted in a radical anion-based material with a small energy gap and electrical conductivity.
ACS MATERIALS LETTERS
(2022)
