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Stimuli-Responsive Interconversion between Poly-NHC-Based Organometallic Assemblies and Their Self-Aggregated Dimers

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Chinese Journal of Chemistry 2024年第22期42卷 2840-2844页

作者： Guang-feng Jin ying-feng han Key Laboratory of Synthetic and Natural Functional Molecule of the Ministry of Education Xi'an Key Laboratory of Functional Supramolecular Structureand MaterialsCollege of Chemistry and Materials ScienceNorthwest UniversityXi'anShaanxi 710127China

Comprehensive Summary Poly-NHC-based organometallic assemblies 3-PF6,3-SbF6 and 3-OTf were obtained and verified by NMR spectroscopy,ESI mass spectrometry and single-crystal X-ray diffraction *** structural interconversion was observed between the poly-NHC-based organometallic assemblies and their self-aggregated dimers in solution affected by concentration,solvent and metal ion.1H NMR spectra of assembly 3-PF6 in CD3CN at different concentrations demonstrated controllable structural interconversion,and 19F NMR spectrum of assembly 3-PF6 at high concentration further evidenced the presence of the free hexafluorophosphate anion and encapsulated hexafluorophosphate anion for its two sets of *** addition,single-crystal X-ray diffraction analysis provided clear evidence that in the solid state,two assemblies 3-PF6 were vertically stuck,forming a self-aggregated dimer with an encapsulated hexafluorophosphate *** the reversible structural interconversion is beneficial for revealing the intrinsic nature on the atom level and paving the way to design the stimuli-responsive functional system.

关键词： N-Heterocyclic carbene Organometallic assemblies Self-aggregated dimer Stimuli-responsive Structural interconversion Concentrationl Solvent Metalion

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Formation of Functional Cyclooctadiene Derivatives by Supramolecularly- Controlled Topochemical Reactions and Their Use as Highly Selective Fluorescent Biomolecule Probes

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Chinese Journal of Chemistry 2020年第10期38卷 1040-1044页

作者： Ming-Ming Gan ying-feng han Key Laboratory of Synthetic and Natural Functional Molecule of the Ministry of Education College of Chemistry and Materials ScienceNorthwest UniversityXi'anShaanxi 710127China State Key Laboratory of Structural Chemistry Fujian Institute of Research on the Structure of MatterChinese Academy of SciencesFuzhouFujian 350002Chino

Summary of main observation and conclusion Controlling the regio-and stereochemistry of the photoproducts in solution is far more challenging for polvenes than for ***,a supramolecularly-controlled topochemical reaction of conjugated dienes in homogeneous system is developed,ultimately providing two cyclooctadiene-cored tetraimidazolium molecular receptors *** cyclooctadiene derivatives exhibited highly sensi-tive and selective fluorescence sensing for thymine relative to other biologically relevant species in aqueous solution at physiological *** the cycloo-ctadiene moieties and imidazolium units play important roles in the selective recognition *** presented supramolecularly-controlled method allows the simple yet rare selective photoconversion of flexible cyclooctadiene derivatives in *** study offers a new synthetic strategy for the preparation of functional molecules with potential for use in biological applic ations.

关键词： solution. diene chemical

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NHC-derived carbon-centered luminescent radicals with shortwavelength emission via suppression of Kasha's rule

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Science China Chemistry 2024年第8期67卷 2679-2685页

作者： Can Chen Xin Li Xinhua Ouyang ying-feng han Key Laboratory of Synthetic and Natural Functional Molecule Chemistry of the Ministry of Education Xi’an Key Laboratory of Functional Supramolecular Structure and MaterialsCollege of Chemistry and Materials ScienceNorthwest UniversityXi’an 710127China College of Material Engineering Fujian Agriculture and Forestry University Fuzhou 350108China

Luminescent organic radicals have garnered increasing attention owing to their versatile applications in sensing, imaging, and organic light-emitting diodes(OLEDs), attributed to their unique emission properties originating from the doublet spin ***, the natural narrow bandgap of organic free radicals typically limits their emission to the long-wavelength *** luminescent organic radicals with short-wavelength emission remains a significant challenge. Herein, a series of carbon-centered radicals with short-wavelength emission(383–476 nm) by combining N-heterocyclic carbenes with various polycyclic aromatic hydrocarbons(PAHs)(2-naphthyl, 2a~Ⅰ and 2b~Ⅰ;2-phenanthryl, 2a~Ⅱand 2b~Ⅱ;2-anthryl, 2a~Ⅲand 2b~Ⅲ;3-phenanthryl, 2a~Ⅳand 2b~Ⅳ). Theoretical calculations reveal that the introduction of PAHs significantly increases the ΔE_(D2-D1) in 2a^(Ⅰ–Ⅲ)and 2b^(Ⅰ–Ⅲ)compared to that in phenyl-derived radical congeners. Consequently, the internal transition from D2 to D1 is impeded, leading to a high yield of D2 emission and a suppressed Kasha's rule, thereby overcoming the limitations imposed by their narrow bandgap. For 2a~Ⅳ and 2b~Ⅳ, despite a moderately large ΔED2-D1value, the ΔED3-D1value exceeds 1 e V, indicating that their emission likely originates from the D3 state. Furthermore, we utilized 2a~Ⅲand 2b~Ⅲ as emissive materials in OLEDs,resulting in blue emissions with external quantum efficiencies of 7.5% and 6.5%, respectively.

关键词： N-heterocyclic carbenes luminescent organic molecules carbon-centered radicals short-wavelength emission

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Bottom-up construction of mesoporous supramolecular isomers based on a Pd_(3)L_(6) triangular prism as templates for shape specific aggregation of polyiodide

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Nano Research 2022年第3期15卷 2655-2660页

作者： Wen-Jie Shi Xin Li Peng Li ying-feng han Key Laboratory of Synthetic and Natural Functional Molecule of the Ministry of Education College of Chemistry and Materials ScienceNorthwest UniversityXi’an 710127China Shanghai Key Laboratory of Molecular Catalysis and Innovative Materials Department of ChemistryFudan UniversityShanghai 200438China

Bottom-up construction of highly complex architecture from simple components remains one of the long-standing challenges in *** two supramolecular isomers based on large trigonal prismatic Pd_(3)L^(1)_(6)building block are ***,they can be controllably obtained by adjusting the solute concentration during crystal ***,the square shape crystals,α-[Pd_(3)L^(1)_(6)](PF_(6))_(12)in the cubic system with I143 m space group,can be isolated from a high-concentration solution of Pd_(3)L^(1)_(6).Interestingly,a mesoporous cage assembled from eight Pd_(3)L^(1)_(6)units with a diameter of 24Åis observed in the crystal *** the low-concentration solution of Pd_(3)L^(1)_(6),the rectangular shape crystalsβ-[Pd_(3)L^(1)_(6)](PF_(6))_(12)are obtained,which crystallize in the hexagonal system with P 63/m space group,and display two-dimension packing pattern and one-dimension mesoporous channels(diameter ca.22Å)along the c ***,the two supramolecular isomers were used as nanoporous reactors to induce the specific formation of polyiodides with different compositions and shapes as evidenced from single crystal X-ray diffraction *** findings provide a reference in targeting functional crystalline mesoporous supramolecular materials from a single complex building unit.

关键词： supramolecular isomers crystal growth self-assembly polyiodide concentration effect mesoporous supramolecular material

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Phase-mediated controllable intramolecular and intermolecular photocycloadditions assisted by supramolecular templates

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Science China Chemistry 2022年第6期65卷 1129-1133页

作者： Yi-Shou Wang Li-ying Sun Yao-Yu Wang ying-feng han Key Laboratory of Synthetic and Natural Functional Molecule Chemistry of the Ministry of Education Xi’an Key Laboratory of Functional Supramolecular Structure and MaterialsCollege of Chemistry and Materials ScienceNorthwest UniversityXi’an710127China

Understanding and controlling supramolecular template effect assembly via a photochemical reaction in different solid and solution phases is one of the main topics in photochemistry. Here, an interesting case of phase-mediated controllable intramolecular/intermolecular photochemical [2+2] cycloadditions assisted by supramolecular templates was demonstrated. Direct irradiation of the complexes in solution yields intramolecular photoproducts exclusively, whereas exposure of the solid powder sample under the same conditions yields intermolecular dinuclear species quantitatively. The nature of the phase and supramolecular interaction affects the geometrical arrangements of the metallacycles, leading to different cycloaddition products under photoirradiation. The crystal structures of different products were investigated by single-crystal X-ray diffraction, nuclear magnetic resonance(NMR) spectrometry, and electrospray ionization mass spectrometry(ESI-MS).

关键词： N-heterocyclic carbene photochemical cycloaddition template synthesis topochemistry stacking interactions

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