Article
Multidisciplinary Sciences
Xiao-Ni Han, Ying Han, Chuan-Feng Chen
Summary: Supramolecular tessellation using pagoda[4]arene as building blocks has been explored to create various highly ordered patterns, with solvent modulation and guest selection crucial in controlling molecular arrangements in co-crystal superstructures, providing new opportunities for the design of supramolecular two-dimensional organic materials.
NATURE COMMUNICATIONS
(2021)
Article
Chemistry, Multidisciplinary
Gui-Hua Chen, Yi-Meng Duan, Ying Li, Xiao-Ni Han, Kun-Peng Wang, Zhi-Qiang Hu, Chuan-Feng Chen
Summary: The complexation behaviors of pagoda[n]arenes (n = 4, 5) with ferrocene, ferrocenium, and analogues cobaltocenium have been studied. The inclusion complexes of pagoda[n]arenes can protect ferrocenium from oxidation in organic solvents and improve the stability and oxygen resistance of ferrocenium.
CHEMICAL COMMUNICATIONS
(2023)
Article
Chemistry, Organic
Fei Zeng, Lin-Li Tang, Man-Hua Ding, Wubliker Dessie
Summary: A novel stretched hexagon structure of naphthalene diimides-extended-pillar[6]arene 1 with a large cavity is reported, showing selective binding of pagoda[5]arene over pillar[5]arene and prism[5]arene. Size matching and charge transfer interactions are crucial in the formation of the stable ring-in-ring complex.
Article
Chemistry, Organic
Suren J. Nemat, Konrad Tiefenbacher
Summary: Three novel thiol-bearing resorcin[4]arene and pyrogallol[4]arene derivatives were synthesized and studied for their properties in self-assembly, disulfide chemistry, and Bronsted acid catalysis. The findings showed that one compound could form a hexameric hydrogen bond-based capsule in self-assembly, another compound could be covalently linked through disulfides, and the increased acidity of aromatic thio-substituent was not sufficient to replace HCl as a cocatalyst for capsule-catalyzed terpene cyclizations.
Article
Chemistry, Organic
Ying Li, Yi-Meng Duan, Gui-Hua Chen, Hao-Ran Hu, Xiao-Ni Han, Kun-Peng Wang, Zhi-Qiang Hu, Chuan-Feng Chen
Summary: In this study, the host-guest complexation between pagoda[n]arenes and the tropylium cation was investigated. Both P4 and P5 showed strong binding affinities towards the tropylium cation, with association constants of more than 107 M-1 for the 1:1 host-guest complexes. Theoretical calculations revealed different complexation modes for G@P4 and G@P5, with pi center dot center dot center dot pi and C-H center dot center dot center dot pi interactions playing important roles.
Article
Chemistry, Inorganic & Nuclear
Mamina Bhol, Guilhem Claude, Maximilian Roca Jungfer, Ulrich Abram, Malaichamy Sathiyendiran
Summary: In this study, calix[4]arene-analogous technetium supramolecules and rhenium-based macrocycles were successfully assembled by using specific ligands and starting materials. The structures of these molecules were characterized in detail.
INORGANIC CHEMISTRY
(2022)
Article
Chemistry, Organic
Nour O. Abdeljaber, Mickey Vinodh, Talal F. Al-Azemi
Summary: In this study, the host-guest interactions between pagoda[4]arene and various a,u-dibromoalkanes were investigated. The encapsulation properties of the guest were examined using 1H NMR titration and isothermal titration calorimetry (ITC) experiments. Unlike pillararenes, pagoda[4]arene exhibited a higher affinity towards longer straight-chain molecules with a 1:1 host-to-guest stoichiometric ratio of complexation. Additionally, the formation of a self-assembled supramolecular polymer driven by guest halogen-halogen interactions in solution was demonstrated through diffusion-ordered spectroscopy (DOSY), ITC, and dynamic light scattering (DLS) measurements. The ITC dilution experiments revealed that the dissociation process of the supramolecular polymer was mainly driven by entropy (TDS = 64.00 kJ mol-1) and disfavored by enthalpy (DH = 43.91 kJ mol-1).(c) 2023 Elsevier Ltd. All rights reserved.
Article
Chemistry, Applied
Wenbo Lan, Xiaofeng Wang, Tianwei Liu, Changming Nie
Summary: In this study, the analysis of hydroxycalixarene ligands and their complexes with uranyl and thorium ions was conducted using density functional theory. The coordination ability of hydroxycalixarenes to these ions was assessed through simulations of various spectra and energy levels. The results showed that different hydroxycalixarenes had significant differences in their properties and could selectively adsorb thorium or both ions. This research provides valuable insights for the future development of hydroxycalixarene in the field of heavy metal removal.
APPLIED ORGANOMETALLIC CHEMISTRY
(2023)
Article
Chemistry, Inorganic & Nuclear
Hui Yuan, Ping Shang, Jie Yang, Qing Huang, Ling Song, Xuan-Feng Jiang
Summary: Two novel Ag(I)-calix[4]arene coordination polymers were developed and exhibited well-defined coordination frameworks due to the anion coordination and self-inclusion behavior. CPs 1 and 2 showed high photocatalytic activity for the degradation of RhB and MO under mild conditions (WLED and UV irradiation). CP 1 outperformed CP 2 in photocatalytic performance, which correlated with their molecular structure and HOMO-LUMO energy gaps. The photocatalysis mechanism was investigated and proposed, and the products and intermediates were successfully monitored and determined.
INORGANIC CHEMISTRY
(2023)
Article
Chemistry, Multidisciplinary
Xu Ying, Zhenhua Zhu, Xiao-Lei Li, Jinkui Tang
Summary: We report two pairs of enantiomers of Co(II)and Zn(II)-based metallacycles constructed by coordination-driven self-assembly between homochiral 1,1 '-bi-2-naphthol-derived ligands featuring two kinds of coordination pockets and transition metal ions. Remarkably, they exhibit calix[4]arene-like topological structures and fascinating chiral cavities, having potential in enantioselective recognition.
CRYSTAL GROWTH & DESIGN
(2023)
Article
Chemistry, Physical
Heni Soni, Sahaj A. Gandhi, Alok Pandya, Pinkesh G. Sutariya
Summary: We have introduced a novel luminous molecular receptor C4DS for detecting and recognizing Pr3+ and I- ions using fluorescence technique. C4DS demonstrates high sensitivity and low detection limits, and can be effectively used for ion determination in real samples.
JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY A-CHEMISTRY
(2022)
Article
Chemistry, Inorganic & Nuclear
Madhusudan K. Pandey, Sonu Sheokand, Maravanji S. Balakrishna
Summary: This paper describes the synthesis of a cyclodiphosphazane embedded macrocycle, tetrabromo-resorcin[4]arene-tetrakis (cyclodiphosphazane) [(mu-N(Bu-t)P)(2){mu-(C6HBr(o-O)(2)-m-(CHBu)-Bu-n)}](4) (1), and its tetra-rhodium(I) complex [(mu-N(Bu-t)P)(2){mu-(C6HBr(o-O)(2)-m-CHnBu)}Rh(COD)Cl](4) (2). NMR spectroscopy and X-ray diffraction studies indicate that the resorcin[4]arene backbone adopts a C-4v symmetric crown conformation in 1, which transforms into a C-2v symmetric boat conformation upon complexation with Rh(I) in the tetra-rhodium(I) complex 2.
DALTON TRANSACTIONS
(2023)
Article
Chemistry, Multidisciplinary
Shen-Yi Guo, Zhuo-Ang Zhang, Shuo Tong, Qing-Hui Guo, Ruimao Hua, Mei-Xiang Wang
Summary: In contrast to many macrocyclic and cage compounds, the investigation of spirophanes with tetrahomo corona[4]arene-based macrocycles has been largely unexplored. This study synthesizes these novel ditopic and tritopic macrocycles through a convenient SNAr reaction using commercially available starting materials. The enantiopure chiral tetrahomo i-corona[4]arenes, spirophanes, and bispirophanes obtained exhibit interesting chiroptical properties and unique conformational structures, forming distinct complexes with TTF in the solid state. This research presents a new opportunity for the development of multitopic macrocycles of different topologies with potential applications in supramolecular chemistry.
Article
Chemistry, Applied
Qian Qin, Guo-Hai Xu, Ying-Ying Liu, Jian-Fang Ma
Summary: In this study, three novel Cu(I) complexes based on resorcin[4]arene were synthesized, with 1 and 2 forming binuclear units and 3 forming a mononuclear complex. These complexes exhibit high efficiency and universality in the synthesis of 1,2,3-triazoles and beta-OH-1,2,3-triazoles, with catalyst conversions reaching 99%.
APPLIED ORGANOMETALLIC CHEMISTRY
(2021)
Article
Chemistry, Multidisciplinary
Le Ma, Feifan Guo, Jian-Fang Ma
Summary: In this study, two Cu(I)-based inorganic-organic complexes were designed and studied by combining polyoxometalate, Cu(I) ions and tetra-[2-mercaptopyrimidine]-thiacalix[4]arene. These complexes demonstrated excellent catalytic performance and stability in oxidation desulfurization and cycloaddition reactions, and could be easily separated and recycled.
NEW JOURNAL OF CHEMISTRY
(2022)
Article
Materials Science, Multidisciplinary
Yan Guo, Ying Han, Xu-Sheng Du, Chuan-Feng Chen
Summary: In this study, a pair of enantiomeric molecules were synthesized and used to construct chiral supramolecular polymers, which further formed enhanced emission supramolecular gels. These gels exhibited circularly polarized luminescence and could be tuned to emit white light by adjusting the ratio of achiral guests.
ACS APPLIED POLYMER MATERIALS
(2022)
Article
Biochemistry & Molecular Biology
Yan Guo, Ying Han, Chuanfeng Chen
Summary: A pair of chiral nanocluster complexes were successfully formed through the host-guest interaction between enantiomeric 2,6-helic[6]arenes and nanocluster Ag-20. The formation and stability of the nanocluster complexes were experimentally confirmed, and the chiral nanocluster complexes exhibited enhanced luminescence and induced CD signals at room temperature in the solid state, indicating the stable complexation and chirality transfer from the chiral macrocycles to the nanocluster Ag-20.
Article
Chemistry, Multidisciplinary
Da-Wei Zhang, Meng Li, Chuan-Feng Chen
Summary: In this study, a pair of novel conjugated polymers with low-temperature ultralong organic phosphorescence (UOP) and intense circularly polarized luminescence (CPL) properties were constructed by incorporating rigid axially chiral chromophores into a polymeric backbone. The twisted and rigid biphenyl skeleton effectively reduces the energy gap between the excited singlet and triplet states, resulting in a strong and ultralong afterglow. The repeating rigid biphenyl skeleton also promotes the chiroptical activity of the polymers, leading to intense CPL signals in the low-temperature spectra.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2022)
Article
Chemistry, Multidisciplinary
Xu-Sheng Du, Xiao-Ni Han, Ying Han, Chuan-Feng Chen
Summary: In this study, a pair of inherently chiral belt-shaped conjugated macrocycles were conveniently synthesized from 2,7-fluoren[3]arene triflate. They exhibited green fluorescence and showed circularly polarized luminescence with a |g(lum)| value of 2.0 x 10(-3).
CHEMICAL COMMUNICATIONS
(2022)
Article
Chemistry, Organic
Ying Li, Yi-Meng Duan, Gui-Hua Chen, Hao-Ran Hu, Xiao-Ni Han, Kun-Peng Wang, Zhi-Qiang Hu, Chuan-Feng Chen
Summary: In this study, the host-guest complexation between pagoda[n]arenes and the tropylium cation was investigated. Both P4 and P5 showed strong binding affinities towards the tropylium cation, with association constants of more than 107 M-1 for the 1:1 host-guest complexes. Theoretical calculations revealed different complexation modes for G@P4 and G@P5, with pi center dot center dot center dot pi and C-H center dot center dot center dot pi interactions playing important roles.
Article
Materials Science, Multidisciplinary
Xing-Yu Chen, Ji-Kun Li, Wen-Long Zhao, Cheng-Zhuo Du, Meng Li, Chuan-Feng Chen, Xiao-Ye Wang
Summary: By using aza[7]helicene as the chiral donor and triazine as the acceptor, a new type of circularly polarized luminescence material has been developed. The influence of the dihedral angle between the donor and acceptor moieties on the dissymmetry factors has been revealed for the first time, offering a novel strategy to enhance dissymmetry factors through engineering the dihedral angles in donor-acceptor type chiral materials.
JOURNAL OF MATERIALS CHEMISTRY C
(2023)
Article
Chemistry, Multidisciplinary
Meng-Jie Gu, Xiao-Ni Han, Wei-Chen Guo, Ying Han, Chuan-Feng Chen
Summary: Despite the advances in the chemistry of macrocyclic arenes, synthesizing new macrocyclic arenes from aromatic rings without directing groups remains difficult. However, this study successfully synthesized a new macrocyclic arene, naphth[4]arene (NA[4]A), through macrocycle-to-macrocycle conversion. NA[4]A displayed two distinct conformations in solid state and could be selectively obtained. By co-assembling NA[4]A with 1,2,4,5-tetracyanobenzene (TCNB) at different concentrations and temperatures, two conformation-dependent crystalline luminescent co-assemblies, 1,2-NTC and 1,3-NTC, were selectively prepared. Notably, these assemblies exhibited bright fluorescence, high photoluminescence quantum yields, and color-tunable two-photon excited upconversion emission.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2023)
Article
Materials Science, Multidisciplinary
Jin-Ming Teng, Chuan-Feng Chen
Summary: Circularly polarized electroluminescence (CPEL) from thermally activated delayed fluorescence (TADF) emitters has been extensively studied. In this study, a universal strategy for designing deep-red chiral TADF emitters is explored using a pair of chiral donor intermediates. Chiral TADF polymers R-P and S-P are developed through this strategy, exhibiting intense mirror-image circularly polarized luminescence (CPL) signals. Furthermore, solution-processed circularly polarized polymer light-emitting diode (CP-PLED) devices fabricated with R-P and S-P show persuasive performance with high external quantum efficiencies (EQEs) and detectable mirror-image CPEL signals with electroluminescence dissymmetry factors (gEL).
ADVANCED OPTICAL MATERIALS
(2023)
Article
Chemistry, Multidisciplinary
Liang Zhang, Dingding Yang, Quanxing Li, Zhi-Jun Li, Wen-Bo Zhu, Kejian Chang, Haiyan Song, Chuan-Feng Chen
Summary: Compounds MBZ-mPXZ, MBZ-2PXZ, MBZ-oPXZ, EBZ-PXZ, and TBZ-PXZ were synthesized and found to exhibit TADF properties with lifetimes of 857, 575, 561, 768, and 600 ns, respectively. The short lifetimes of these compounds may be attributed to the combination of small singlet-triplet splitting energy (ΔEST) and benzoate group, which could be an efficient strategy for the design of short-lifetime TADF materials.
Article
Chemistry, Multidisciplinary
Liang Zhang, Wenjing Zhu, Kangkang Gao, Yun Wu, Yani Lu, Chao Shuai, Penghui Zhang, Huicheng Li, Chuan-Feng Chen
Summary: In this study, two compounds, PTZ-MBZ and DMAC-MBZ, were synthesized and found to exhibit TADF properties with lifetimes of 0.80 and 2.17 μs, respectively. The spatially separated highest occupied molecular orbital and lowest unoccupied molecular orbital resulted in a very small singlet-triplet energy gap of 0.0152 and 0.0640 eV, respectively. Therefore, thermally activated delayed fluorescence materials with short lifetimes could be used as promising luminescent materials for organic light-emitting diodes.
Article
Engineering, Environmental
Shi-Peng Wan, Wen-Long Zhao, Ke-Ke Tan, Hai-Yan Lu, Meng Li, Chuan-Feng Chen
Summary: Circularly polarized organic light-emitting diodes (CP-OLEDs) are a promising display technology that can provide higher quality visual enjoyment. By ingeniously designing a pair of chiral CP-TADF enantiomers, (-)-(S)/(+)-(R)-ax-DMAC, the electronic and photophysical properties are finely tuned, leading to a significant improvement in device performance while maintaining the strong chiroptical feature.
CHEMICAL ENGINEERING JOURNAL
(2023)
Article
Chemistry, Multidisciplinary
Gui-Hua Chen, Yi-Meng Duan, Ying Li, Xiao-Ni Han, Kun-Peng Wang, Zhi-Qiang Hu, Chuan-Feng Chen
Summary: The complexation behaviors of pagoda[n]arenes (n = 4, 5) with ferrocene, ferrocenium, and analogues cobaltocenium have been studied. The inclusion complexes of pagoda[n]arenes can protect ferrocenium from oxidation in organic solvents and improve the stability and oxygen resistance of ferrocenium.
CHEMICAL COMMUNICATIONS
(2023)
Review
Chemistry, Multidisciplinary
Xiao-Ni Han, Ying Han, Chuan-Feng Chen
Summary: Macrocyclic arenes, such as calixarenes, resorcinarenes, cyclotriveratrylene, and pillararenes, have unique structures, easy functionalization, and a wide range of applications. Recently, there has been a growing interest in the development of novel macrocyclic arenes composed of aromatic building blocks bridged by methylene groups, which have found applications in various research areas. This review summarizes the recent advances in the synthesis and applications of these novel macrocyclic arenes, and highlights their wide applications in molecular recognition and assemblies, molecular machines, biomedical science, and functional materials.
CHEMICAL SOCIETY REVIEWS
(2023)
Article
Chemistry, Multidisciplinary
Jia-Qi Wang, Xiao-Ni Han, Ying Han, Chuan-Feng Chen
Summary: This review comprehensively summarizes circularly polarized luminescence materials from chiral macrocycles, especially chiral macrocyclic hosts and their derivatives. It is believed that this review will be of guiding significance and also very helpful for the development of macrocyclic chemistry and CPL materials.
CHEMICAL COMMUNICATIONS
(2023)
Article
Chemistry, Multidisciplinary
Meng Li, Chuan-Feng Chen
Summary: The TSCP strategy utilizes TADF molecules as sensitizers and CP-FL molecules as emitters to improve the electroluminescence efficiencies of circularly polarized fluorescent emitters, offering a promising method to construct high-performance circularly polarized organic light-emitting diodes. By designing CP-FL emitters with specific characteristics, TSCP-type CP-OLEDs with excellent overall performances can be realized.
CHEMISTRY-A EUROPEAN JOURNAL
(2022)