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RESEARCH PAPER · Angewandte Chemie International Edition · 2022

A High‐Performance Nonlinear Optical Crystal with a Building Block Containing Expanded π‐Delocalization

Yanqiang Li, Weiqi Huang, Zhou Yang, Xianyu Song, Jieyu Zheng, Han Wang, Yipeng Song, Minjuan Li, Junhua Luo, Sangen Zhao

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A High‐Performance Nonlinear Optical Crystal with a Building Block Containing Expanded π‐DelocalizationOriginalA 0.5 H 2 C 6 N 7 O 3 ·4H 2 O (A = Ca 2+ , Sr 2+ ) iso-cyamelurates with ultra-large π-conjugated group and excellent nonlinear optical properties10C 3 N 6 H 7 SO 3 NH 2 : non-π-conjugated tetrahedra decoupling π-conjugated groups achieving large optical anisotropy and wide band gap29Enhancement of birefringence and refractive index dispersion optimization from iodates to fluorooxoiodates1LaAeAl 3 S 7 (Ae = Ca, Sr): Cairo pentagonal layered thioaluminates achieving a good balance between a strong second harmonic generation response and a wide bandgap23Linear π-conjugated units of the D ∞h point group as superior ultraviolet birefringent units1α-BBO-like π-Conjugated Crystal with Large Birefringence16A Second‐Order Nonlinear Optical Material Consisting of Two π‐Conjugated Groups10A Hydrogen Bonded Supramolecular Framework Birefringent Crystal89A Hydrogen Bonded Supramolecular Framework Birefringent Crystal13Design of the Ionic Organic Nonlinear Optical Material NH 4 [LiC 3 H(CH 3 )O 4 ] with Ultrawide Band Gap and Moderate Birefringence79Design of the Ionic Organic Nonlinear Optical Material NH 4 [LiC 3 H(CH 3 )O 4 ] with Ultrawide Band Gap and Moderate Birefringence9Quartz‐Like Structure, Optical Activity, and High Stability in the First Chiral Cation‐Coordinated Perovskite Semiconductor11LiGa(IO3)4: An Excellent NLO Material with Unprecedented 2D [Ga(IO3)4]∞− Layer Synthesized by Aliovalent Substitution20A Non‐π‐Conjugated Molecular Crystal with Balanced Second‐Harmonic Generation, Bandgap, and Birefringence10A review of the relationship between the structure and nonlinear optical properties of organic-inorganic hybrid materials149Designing a Hybrid Perovskite with Enlarged Birefringence and Bandgap for Modulation of Light Polarization32New Organic Nonlinear Optical Pyridinium-Based Hydrate Crystals: Trimethoxy-Induced Noncentrosymmetric Alignment6A bifunctional primitive strategy induces enhancements of large second harmonic generation and wide UV transmittance in rare-earth borates containing [B 5 O 10 ] groups22Achieving strong second harmonic generation effects induced via dimensional increase of PbX 6 octahedra and halogen substitutes in (C 10 H 11 N 3 )PbX 4 (X = Cl or Br)26Ba 2 GeF 2 Q 3 (Q = S, Se) and Ba 3 GeF 2 Se 4 : new F-based chalcohalides with enhanced birefringence9C 8 H 6 IN 3 O 4 : a birefringent crystal induced by uniformly aligned hybrid groups10From NaGa(IO3)3F to NaGa(IO3)2F2 and NaGa(IO3)4: The Effects of Chemical Substitution between F– Anions and IO3– Groups on the Structures and Properties of Gallium Iodates13Large optical anisotropy in noncentrosymmetric phosphate with pseudo 2D intercalated layer16N 2 H 4 Zn(HC 3 N 3 O 3 ): exceptionally strong second harmonic generation and ultra-long phosphorescence16Pb 2 Ga 3 F 6 (SeO 3 ) 2 X 3 ·2H 2 O (X = Cl, Br): two new HTO-type members exhibiting large NLO effects mediated by ionic mixing and substitution strategies10Synthesis and Characterization of Metal Iso-cyamelurate K0.5In0.5(H2C6N7O3)2·9H2O with Large Birefringence8From C4H7N2Ge0.4Sn0.6Br3 to C6H11N2Ge0.4Sn0.6Br3: Effective Modulation of the Second Harmonic Generation Effect and Optical Band Gap by Planar π-Conjugated Organic Cation Size11From Cd(SCN) 2 (CH 4 N 2 S) 2 to Cd(SCN) 2 (C 4 H 6 N 2 ) 2 : Controlling Sulfur Content in Thiocyanate Systems Significantly Improves the Overall Performance of UV Nonlinear Optical Materials9From Cd(SCN) 2 (CH 4 N 2 S) 2 to Cd(SCN) 2 (C 4 H 6 N 2 ) 2 : Controlling Sulfur Content in Thiocyanate Systems Significantly Improves the Overall Performance of UV Nonlinear Optical Materials50Polysubstitution Induced Centrosymmetric-to-Noncentrosymmetric Structural Transformation and Nonlinear-Optical Behavior: The Case of Na0.45Ag0.55Ga3Se52C9H7NBrX (X = Cl, Br, NO3): Three Excellent Birefringent Crystals with Distinct Optical Anisotropy Regulated by Anions34Zn(C6H4NO2)2·4H2O: A Solar-Blind Birefringent Crystal5Intramolecular Hydrogen Bonds Enhance Structure Coplanarity, Resulting in Significant Birefringence in Bridged-Bipyridine Halides7Sb2O2SeO3 and Sb2O(SeO3)2: Two-Layered Antimony(III) Selenites with Enhanced Birefringence10Enhanced UV Nonlinear Optical Properties in Layered Germanous Phosphites through Functional Group Sequential Construction11Enhanced UV Nonlinear Optical Properties in Layered Germanous Phosphites through Functional Group Sequential Construction116[B3O3F4(OH)]2–: A Versatile Hydroxyfluorooxoborate Heteroanion Producing Compounds with Highly Tunable Optical Anisotropy19(C5H12N2S)Hg(NO3)2: A Mercury Nitrate Nonlinear Optical Crystal Motivated by Heteroatom Coordination Strategy9C6N7(NH2)3·H3PO4: Strong Second Harmonic Generation and Giant Birefringence Benefiting from Amino Substitution Strategy24Constructing Ultraviolet Nonlinear Optical Crystals with Superior Thermal Stability Based on Organic π-Conjugated [HCOO] Groups6A Highly Optical Anisotropic Hybrid Metal Halide for Modulation and Generation of Polarized Light44Designing a 2D van der Waals oxide with lone-pair electrons as chemical scissor15Unveiling Noncentrosymmetric Pyridine Carboxylates from Centrosymmetric Templates through Motif Configuration Modulation in Zero-Dimensional System7Chemical substitution towards a rare-earth borate ultraviolet NLO crystal exhibiting a strong SHG response17Unconventional Heterobidentate Coordination of 4‐Hydroxypyridine Leading to Remarkably Strong Second‐Harmonic Generation in Zn(C 5 H 4 NO) 267Unconventional Heterobidentate Coordination of 4‐Hydroxypyridine Leading to Remarkably Strong Second‐Harmonic Generation in Zn(C 5 H 4 NO) 221Two l -Proline Cadmium Thiocyanates with Moderate Second-Harmonic-Generation Responses and Large Birefringences13“All-four-in-one”: a novel mercury tellurite–nitrate Hg 3 (TeO 3 )(Te 3 O 7 )(NO 3 ) 2 exhibiting exceptional optical anisotropy29“Three functions in one”: multifunctional rare-earth cyamelurates with magnetism, luminescence, and giant optical nonlinearity6(CN 4 H 7 ) 2 SO 4 ·H 2 O: high-performance metal-free ultraviolet birefringent crystal with KBBF-like configuration5A remarkable solar-blind ultraviolet nonlinear optical crystal with comprehensive performance and enhanced thermal stability4A π-conjugated organic molecule-modified strategy to achieve high-performance metal nitrate birefringent crystals9CdF(C 6 H 4 NO 2 )(H 2 O): a UV nonlinear optical material with unprecedented SHG and birefringence via π-conjugated rings and a unique “Warren truss structure”11Hydrogen bonding regulation-oriented design of pyridine sulfonate as a promising UV birefringent crystal characterized by enhanced structural anisotropy11Ligand substitution in organic–inorganic hybrid zinc iodides for second-harmonic generation7Hetero‐Anionic Oxychalcogenides with Structures and Properties Tuned by the O:S Ratio14Designing Polar Covalent Hybrid Cadmium‐Based Chalcohalides Ultraviolet Nonlinear Optical Crystal with Strong Optical Anisotropy via Double‐Site Dual FBUs Tailoring25Sr2Zn(C3N3O3)2: An Alkaline Earth and d10 Transition Metal Based Ultraviolet Cyanurate with Large Birefringence6[C 2 N 4 H 7 O][NH 2 SO 3 ]: High‐Performance Ultraviolet Nonlinear Optical Crystal with Ditrigon Coupled Guanylurea Group9[C 2 N 4 H 7 O][NH 2 SO 3 ]: High‐Performance Ultraviolet Nonlinear Optical Crystal with Ditrigon Coupled Guanylurea Group48La 3 ZrGa 5 O 14 : Band‐Inversion Strategy in Topology‐Protected Octahedron for Large Nonlinear Response and Wide Bandgap18La3ZrGa5O14: Band‐Inversion Strategy in Topology‐Protected Octahedron for Large Nonlinear Response and Wide Bandgap1Metal Cation Engineered UV Birefringent Crystals in π‐Conjugated Sulfonates with Record‐High Optical Anisotropy17Polar Lithium l -Aspartate Monohydrate: A Semiorganic Ultraviolet Transparent Nonlinear Optical Crystal1Designing an all-organic wide bandgap ultraviolet nonlinear optical crystal3Exceptional Second Harmonic Generation in Ultraviolet Nonlinear Optical Oxyfluoroniobate Crystals via Structural Fingerprint Optimization of Polar Chains22Exceptional Second Harmonic Generation in Ultraviolet Nonlinear Optical Oxyfluoroniobate Crystals via Structural Fingerprint Optimization of Polar Chains8Controlling d10 Metal in Phenylthiourea‐Based Hybrid Metal Halides to Actualize Dimensional Transformation and Significantly Improve the Birefringence11Giant Birefringence and Strong Third-Order Nonlinear Optical Response in a Hybrid Crystal Templated by a Push–Pull π-Conjugated System6Low‐Dimensional Organic–Inorganic Hybrid Metal Halide with Large Optical Anisotropy9Giant Birefringence Induced by Intermolecular Aromatic Interactions in Hydrogen‐Bonded Organic Frameworks37From (C12H9N2)2TeBr6·2H2O to (C12H9N2)2TeBr6: Dehydration-Driven Crystal Reorganization for Birefringence Optimization6(C7H10N)3Bi2I9·I2: Synergistic Cooperation of π-Conjugated Cations and Distorted [BiI6] Octahedra Enabling a Large Infrared Birefringence4Sulfonated Module Aggregation for Ultrahigh Birefringence in Aqueous-Processable Crystals26Hydrogen-bond-driven noncentrosymmetric structure formation in π-conjugated (C3H7N6)(IO3): achieving both strong SHG response and wide bandgap5pH‐Regulated Ring‐Opening/Closing Transformation in Polyoxometalates Enables High‐Performance Nonlinear Optical Crystals13Unlocking Strong Second‐Harmonic Generation in Deep‐UV‐Transparent Polar Organic Sulfonates through Connectivity Regulation6Chiral Lead-Oxyiodide Nonlinear Optical Crystals Constructed on l -Malate Groups5Asymmetry-driven organic–inorganic hybrid strategy for constructing structures with exceptional organofunctionalized B–O units2A series of langasite-type compounds: size effect regulation for cation occupation and enhanced SHG response1Achieving an optimal performance balance in UV nonlinear optical crystals via hydrogen-bond regulation1Stable lead succinate-iodides with strong second-harmonic generation response and large birefringence0Suppressing antiparallel dipole alignment: A molecular engineering strategy toward sem-organic UV NLO crystals0Confinement-assembled ultraviolet nonlinear optical crystal from pyridine-expanded π-systems with exhibiting strong SHG and birefringence18An UV Transparent Metal‐Free Sulfate With Giant Birefringence Enabled by Optimal Structural Anisotropy4Dual‐Functional Ultraviolet Nonlinear Optics and Bright Luminescence Achieved in the First Fluorine‐Containing Hybrid Lone‐Pair Metal Mixed Halides8Ultrawide Bandgap and Record-High Birefringence in a Covalent Beryllium-Organic Framework7From Coplanarity to Coaxiality: A Linearity-Oriented Design Paradigm for Ultrahigh Ultraviolet Birefringent Inorganic Crystals4Molecular Control of Second- and Third-Order Nonlinearities in Tetrathiafulvalene–Quinone Dyads and Triads0LiMn(IO 3 ) 3 : A Noncentrosymmetric Iodate Synthesized by Polyhedral Volume Ratio Modulation0Bio-inspired proton-conformation-coupled hydrogen-bond network reconfiguration for adaptive optical anisotropy0The Parallel Coplanar Alignment of Planar Non‐π‐Conjugated [Pb 3 Br 3 ] Rings for a Stable Ultraviolet Nonlinear Optical Crystal0An Excellent Deep‐Ultraviolet Nonlinear Optical Crystal Realized via a Functional Group Based on a Two‐in‐One Strategy0Potential Deep Ultraviolet Phosphate With Y‐Based: 1 [(PO 3 ) 4 ] ∞ Chains AYP 4 O 12 (A = K, NH 4 ) and the First [P 3 O 10 ] Anionic Framework KLiYP 3 O 100Record‐High Birefringence Achieved by Linearly Extended π‑Conjugated Building Blocks in Metal‐Free Sulfate0

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  4. LaAeAl 3 S 7 (Ae = Ca, Sr): Cairo pentagonal layered thioaluminates achieving a good balance between a strong second harmonic generation response and a wide bandgap

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  44. Chemical substitution towards a rare-earth borate ultraviolet NLO crystal exhibiting a strong SHG response

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  45. Unconventional Heterobidentate Coordination of 4‐Hydroxypyridine Leading to Remarkably Strong Second‐Harmonic Generation in Zn(C 5 H 4 NO) 2

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  46. Unconventional Heterobidentate Coordination of 4‐Hydroxypyridine Leading to Remarkably Strong Second‐Harmonic Generation in Zn(C 5 H 4 NO) 2

    Angewandte Chemie · 2024-11-26

    Can Yang, Jie Gou, Yaolong Zhu, Yi Xiong, Zece Zhu, Ling Chen, Qi Wu

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  47. Two l -Proline Cadmium Thiocyanates with Moderate Second-Harmonic-Generation Responses and Large Birefringences

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  48. “All-four-in-one”: a novel mercury tellurite–nitrate Hg 3 (TeO 3 )(Te 3 O 7 )(NO 3 ) 2 exhibiting exceptional optical anisotropy

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  49. “Three functions in one”: multifunctional rare-earth cyamelurates with magnetism, luminescence, and giant optical nonlinearity

    Chemical Science · 2025-01-01

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  50. (CN 4 H 7 ) 2 SO 4 ·H 2 O: high-performance metal-free ultraviolet birefringent crystal with KBBF-like configuration

    Inorganic Chemistry Frontiers · 2025-01-01

    Xia Hao, Sijing Xie, Ruijie Wang, Chensheng Lin, Lingli Wu, Guang Peng, Tao Yan, Ning Ye, Min Luo

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