Article
Spectroscopy
Felix Y. Telegin, Yuriy S. Marfin
Summary: A simple semiempiric phenomenological approach is developed to quantify the solvent effect on the absorption and emission properties of BODIPYs, based on a new rule describing the linear relationship between the difference and sum of absorption and emission wavenumbers. The approach demonstrates high reliability and advantages compared to traditional methods for analyzing solvatochromism in selected BODIPYs.
SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY
(2021)
Article
Chemistry, Applied
Alexey A. Pakhomov, Eleonora E. Kim, Yuriy N. Kononevich, Dmitriy S. Ionov, Margarita A. Maksimova, Veronika B. Khalchenia, Eugene G. Maksimov, Anton A. Anisimov, Olga I. Shchegolikhina, Vladimir I. Martynov, Aziz M. Muzafarov
Summary: A series of multifluorophore compounds were synthesized by linking different numbers of BODIPY residues, which exhibited characteristic photophysical effects. Increasing the number of fluorophores led to a significant increase in molar extinction coefficient and broadening of fluorescence emission bands, but a decrease in fluorescence quantum yield due to aggregation-caused quenching.
Article
Biochemistry & Molecular Biology
Qintao Hu, Pu Zhang, Yunpeng Zhang, Jingwei Sun
Summary: In this study, a novel N-phenylcarbazole-substituted benzophenone derivative with special optical features was synthesized. The compound exhibited polarity- and pressure-induced emission, which were related to the molecular conformation change and intramolecular charge transfer. These findings contribute to a better understanding of the PIE mechanism and the development of new PIE materials.
Article
Chemistry, Physical
Mitsuhiko Morisue, Miho Kawanishi, Takahiro Kusukawa
Summary: The quadrupolar porphyrin-BODIPY-porphyrin array displayed moderate negative solvatochromism, where the elastic phenyl groups facilitated solubility in nonpolar solvents. The thermodynamic analyses revealed a small entropy change, driven mainly by enthalpy change, upon double-strand formation in nonpolar solvent. The solvent polarity effect on electronic spectra and thermodynamic analyses suggested a decrease in charge-transfer character with double-strand formation.
Article
Chemistry, Medicinal
Katarina Zlatic, Matija Popovic, Lidija Uzelac, Marijeta Kralj, Nikola Basaric
Summary: A series of BODIPY compounds with different substituents were synthesized, and their spectral, photo-physical properties, and photochemical reactivity in CH3OH were investigated. The substitution at the meso-position and phenolic moiety influenced the reaction selectivity and efficiency. The introduction of halogen atoms enhanced the photo-cleavage reaction efficiency and the ability to sensitize oxygen and form reactive oxygen species (ROS).
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY
(2023)
Article
Chemistry, Inorganic & Nuclear
Takuma Fumoto, Ryo Tanaka, Yousuke Ooyama
Summary: Using BIAN zinc(ii) and palladium(ii) complexes with TPE units, Zn-2 and Pd-2 were designed and developed, and their photophysical properties were investigated. Both complexes showed two photoabsorption bands assigned to different transitions. Zn-2 exhibited phosphorescence in the solid state and aggregated state, while Pd-2 was non-emissive. The aggregation-induced emission (AIE) characteristics of Zn-2 were confirmed by measurements.
DALTON TRANSACTIONS
(2023)
Article
Crystallography
Dominic Taylor, Irene Ling, Filipe Vilela, Scott J. Dalgarno
Summary: The crystallization of 5,17-dibromo-11,27,23,25-tetraone-26,28-dipropoxycalix[4]arene resulted in the rare observation of two different conformations within the same single crystal X-ray structure. NMR spectroscopy analysis showed that only one conformation was present in solution. Unlike other reported calix[4]arenes and calix[4]quinones, both conformations in this crystal structure had a pinched shape, reducing Br-Br separation and associated cavity sizes.
Article
Chemistry, Applied
Piotr Goszczycki, Katarzyna M. Stadnicka, Mateusz Z. Brela, Katarzyna Ostrowska
Summary: A new derivative was synthesized and characterized, showing solvatochromism which is related to conformational changes induced by hydrogen bonding, correlating with solvent polarity.
Article
Chemistry, Applied
Yurong Guo, Yue Liang, Yanan Wang, Jingran Zhang, Chao Wang, Yan Sun, Xia Feng, Guangjiu Zhao
Summary: In this study, BODIPY-Fluorene derivatives with an orthogonal conformation were prepared, enabling efficient phosphorescent emission. By controlling the positions of conformational substitutions and the distances between D-A, the emission lifetime and quantum efficiency of BODIPY derivatives can be regulated, providing new insights for the design and application of advanced optics.
Article
Chemistry, Multidisciplinary
Sara M. A. Waly, Andrew C. Benniston, Joshua K. G. Karlsson, Casey M. Dixon, Corinne Wills, Paul G. Waddell, Anthony Harriman
Summary: Aromatic amides can be used to create light-harvesting materials with valuable optical properties. The synthesis of boron dipyrromethene derivatives bearing an amide linkage indicates near quantitative yield. The rotation around the C-N bond in acyl amides leads to the formation of cis and trans isomers.
CHEMISTRY-A EUROPEAN JOURNAL
(2023)
Article
Chemistry, Multidisciplinary
Henric Steffenfauseweh, Dennis Rottschaefer, Yury V. Vishnevskiy, Beate Neumann, Hans-Georg Stammler, Dariusz W. Szczepanik, Rajendra S. Ghadwal
Summary: A bordeaux-red solid compound based on an anionic dicarbene (ADC) with a central six-membered C4Sb2 ring is reported. The compound undergoes 2 e-oxidation to form a brick-red solid with unpaired electrons and lone pairs. The diradical character of the compound is calculated to be 36-39% according to different methods.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2023)
Article
Chemistry, Organic
Katarina Zlatic, Marko Bogomolec, Matej Cindric, Lidija Uzelac, Nikola Basaric
Summary: New photoactivable BODIPY fluorescent dyes with red-shifted absorption and emission maxima and higher fluorescence quantum yields were synthesized. These dyes exhibit advantages in sensing and fluorescence labeling. The vinyl derivative shows anti-proliferative activity upon excitation with visible light.
Article
Chemistry, Applied
Jiawei Lin, Huanqing Lei, Zhong Han, Xin-An Zeng
Summary: This study aimed to investigate the relationship between the emulsification performance of pectin and its macromolecular structure. The results showed that hydrothermal depolymerization improved the flexibility of citrus pectin and reduced the conformational flexibility of sugar beet pectin, leading to enhanced emulsification efficiency.
FOOD HYDROCOLLOIDS
(2024)
Article
Chemistry, Physical
A. A. Pakhomov, A. V. Efremova, M. A. Maksimova, Yu. N. Kononevich, D. S. Ionov, N. O. Dubinets, V. I. Martynov, A. M. Muzafarov, M. V. Alfimov
Summary: The photophysical properties of functional distyryl derivatives of dipyrrometheneboron difluoride (BODIPY) in different solvents were investigated. It was found that these compounds showed similar absorption and fluorescence spectra in all solvents, which are characteristic of the distyryl derivatives of BODIPY. The slight bathochromic shifts of the spectra with increasing solvent polarity and insignificant changes in rate constants of radiative and nonradiative processes indicate that the S-1 states are of (pi,pi*) type. These dyes can be utilized for visualizing biological processes.
HIGH ENERGY CHEMISTRY
(2023)
Article
Chemistry, Multidisciplinary
Liuzhong Yuan, Jingyuan Yang, Shuo Qi, Yujia Liu, Xinyu Tian, Tao Jia, Yue Wang, Chuandong Dou
Summary: This study presents a new strategy to design open-shell boron-doped molecular carbons (MCs) through pentagon-fusion of an organoborane pi-system. Two diradicaloid MC molecules were synthesized, featuring C24B and C38B pi-skeletons containing a pentagonal ring. Thorough investigation revealed their local antiaromaticity and incorporation of an internal quinoidal substructure, resulting in open-shell singlet diradical states. The fully fused structures enabled efficient pi conjugation and led to intriguing physical properties such as narrow energy gaps, wide light absorptions, superior photothermal capability, and excellent photostability. The solid of the C38B molecule demonstrated efficient solar-driven water evaporation, showcasing the potential of diradicaloid MCs as high-performance organic photothermal materials.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2023)
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
Max J. Hulsey, Victor Fung, Xudong Hou, Jishan Wu, Ning Yan
Summary: Hydrogen spillover is a common phenomenon in chemical processes, but there is still a lack of understanding about its kinetics, the structural evolution of catalysts, and the role of spilled over hydrogen in catalysis. In this study, a solubilized polyoxometalate-supported single-atom catalyst was used to provide insights into these questions. It was found that hydrogen spillover can be either detrimental or beneficial for catalysis, depending on the nature of the reducible functional group. Similar trends were observed on the Pt/WO3 catalyst, which is one of the most prototypical hydrogen spillover catalysts.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2022)
Article
Nanoscience & Nanotechnology
Bo Jiang, Yi Han, Shaofei Wu, Zhengtao Li, Jishan Wu
Summary: Two chiral triangular macrocycles based on Tro??ger's base scaffold were synthesized and structurally characterized. One stereoisomer formed a two-dimensional planar supramolecular organic framework, while the racemic mixture displayed a one-dimensional polymer chain-like packing structure.
ACS APPLIED NANO MATERIALS
(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, 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
Nanoscience & Nanotechnology
Dingguan Wang, Zishen Wang, Shaofei Wu, Arramel, Xinmao Yin, Chi Sin Tang, Yuan Ping Feng, Jishan Wu, Andrew T. S. Wee
Summary: In this study, we achieved two-dimensional supramolecular spin arrays on surfaces through halogen-bonding molecular self-assembly. By controlling molecular coverage and annealing temperature, three distinct types of halogen bonds were formed to tailor the supramolecular spin arrays. Our work suggests that supramolecular self-assembly can be a promising method to engineer two-dimensional molecular spin arrays.
ACS NANOSCIENCE AU
(2022)
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)