• Issue

    Chinese Journal of Chemistry: Volume 39, Issue 5

    1033-1416
    May 2021

Cover Picture

Free Access

Cover Picture

  • Page: 1033
  • First Published: 28 April 2021
Cover Picture

The cover picture shows four new chlorinated carbazole alkaloids, chlocarbazomycins (CCBs) A—D isolated from sponge associated bacterium Streptomyces diacarni LHW51701. Their structures were elucidated via spectroscopic techniques (including HRESIMS, 1D & 2D NMR), and X-ray crystallographic analysis. More details are discussed in the article by Lin on page 1188—1192.

Inside Cover Picture

Free Access

Inside Cover Picture

  • Page: 1034
  • First Published: 28 April 2021
Inside Cover Picture

This review summarize the catalytic asymmetric carbon-carbon cleavage reactions. It has collected the transition-metal catalyzed enantioselective reactions where carbon-metal bond was formed during the carbon-carbon activation processes. In these reactions, the enantioselective step is either at the carbon-carbon cleavage step or the downstream reactions after the carbon-carbon bond being cleaved. More details are discussed in the article by Gu et al. on page 1397—1412.

Contents

Contents

  • Pages: 1037-1049
  • First Published: 28 April 2021

Chemistry Author Up Close

Towards Economic and Sustainable Amination with Green and Renewable Feedstocks

  • Pages: 1051-1069
  • First Published: 10 November 2020
Towards Economic and Sustainable Amination with Green and Renewable Feedstocks

This account describes our results in the clean and economic synthesis of N-substituted amines with amine, ammonia, nitrobenzene or nitrile as nitrogen sources and alcohol, alkane or CO2, HCHO, CO, and biomass resources as alkylation or formylation reagents.

Catalytic Benzylation Reactions: From C—H Bond Activation to C—N Bond Activation

  • Pages: 1070-1078
  • First Published: 26 November 2020
Catalytic Benzylation Reactions: From C—H Bond Activation to C—N Bond Activation

Transition-metal-catalyzed benzylic C—H and C—N bond activation provides efficient strategies for the generation of reactive benzyl-containing species from simple alkylarene and benzylamine substrates, which pave the way for a wide range of novel catalytic benzylation reactions.

Concise Reports

Fully Conjugated Ladder Polymers as Metal-Free Photocatalysts for Visible-Light-Driven Water Oxidation

  • Pages: 1079-1084
  • First Published: 18 December 2020
Fully Conjugated Ladder Polymers as Metal-Free Photocatalysts for Visible-Light-Driven Water Oxidation

Two fully conjugated ladder polymers with suitable band structures are developed for visible-light-driven water oxidation. Our study highlights the potential of utilizing conjugated ladder polyemers for various photocatalytic applications considering that their chemical and electronic properties can be rationally designed from the molecular level.

Monoterpenoid Indole Alkaloids with Promoting Neurite Growth from Tabernaemontana divaricata

  • Pages: 1085-1092
  • First Published: 28 December 2020
Monoterpenoid Indole Alkaloids with Promoting Neurite Growth from Tabernaemontana divaricata

Phytochemical investigations on Tabernaemontana divaricata led to the isolation of seven undescribed monoterpenoid indole alkaloids, taberdicatines A—G (17). Taberdicatines A—C might be derived from Aspidosperma-type alkaloid with less carbons in 12 and an additional carbon in 3. Taberdicatines D—E (45) were attributed to Iboga alkaloids with enantiomeric skeleton. Alkaloid 3 could promote the neurite growth of mouse primary cortical neurons at the concentration of 5 μmol/L.

Synthesis and Biological Evaluation of Quinazolonethiazoles as New Potential Conquerors towards Pseudomonas Aeruginosa

  • Pages: 1093-1103
  • First Published: 23 December 2020
Synthesis and Biological Evaluation of Quinazolonethiazoles as New Potential Conquerors towards Pseudomonas Aeruginosa

A novel class of potential antimicrobial quiazolonethiazoles were developed by multistep synthetic process and their biological evaluation suggested that quiazolonethiazoles could provide the meritorious groundwork of future studies as new antimicrobial agents in fighting pathogenic organism.

Lithocarpins E—G, Potent Anti-Tumor Tenellone-Macrolides from the Deep-Sea Fungus Phomopsis lithocarpus FS508

  • Pages: 1104-1112
  • First Published: 10 January 2021
Lithocarpins E—G, Potent Anti-Tumor Tenellone-Macrolides from the Deep-Sea Fungus Phomopsis lithocarpus FS508

Three new tenellone-macrolide conjugated dimers lithocarpins E—G (13), featuring a fascinating 9,14- epoxynaphtho[2,3-e]oxecin-3(2H)-one skeleton, were isolated. Moreover, lithocarpin E showed an inhibitory effect against HepG2 cells with an IC50 value of 6.3 μmol/L, which induced the apoptosis of HepG2 cells by the up-regulation of apoptotic markers p-ERK, Bax, and caspase-3.

Sensing Mechanism of Excited-State Intermolecular Hydrogen Bond for Phthalimide: Indispensable Role of Dimethyl Sulfoxide

  • Pages: 1113-1120
  • First Published: 14 December 2020
Sensing Mechanism of Excited-State Intermolecular Hydrogen Bond for Phthalimide: Indispensable Role of Dimethyl Sulfoxide

Possible fluorescent mechanisms for the PTI reduced from CORM3-green, it shows the mechanism raised by the original literature (front part) and our finding from theoretical calculation (back part), which illustrates an indispensable role of DMSO.

Phase Engineering of CoMoO4 Anode Materials toward Improved Cycle Life for Li+ Storage

  • Pages: 1121-1128
  • First Published: 10 January 2021
Phase Engineering of CoMoO4 Anode Materials toward Improved Cycle Life for Li+ Storage†

Phase-engineering on heterogeneous α/β-CoMoO4 nanorods was successfully introduced to improve the cycle life and rate performance as anode materials for Li-ion batteries.

Guajamers A—I, Rearranged Polycyclic Phloroglucinol Meroterpenoids from Psidium guajava Leaves and Their Antibacterial Activity

  • Pages: 1129-1137
  • First Published: 05 January 2021
Guajamers A—I, Rearranged Polycyclic Phloroglucinol Meroterpenoids from Psidium guajava Leaves and Their Antibacterial Activity

Eleven polycyclic phloroglucinol meroterpenoids (111), including nine new ones guajamers A—I (19), were isolated from the leaves of Psidium guajava. Compound 9 was the first case of 3-alkyl-5-formyl-benzoylphloroglucinol-coupled sesquiterpene containing an unusual C-1-spiro-fused 6/6/9/4 polycyclic skeleton. Most of them (27, 10, and 11) showed antibacterial activity against Staphylococcus aureus and Staphylococcus epidermidis with MIC values of 8—32 μmol/L.

CoSe2/MoS2 Heterostructures to Couple Polysulfide Adsorption and Catalysis in Lithium-Sulfur Batteries

  • Pages: 1138-1144
  • First Published: 05 January 2021

CoSe2/MoS2 Heterostructures to Couple Polysulfide Adsorption and Catalysis in Lithium-Sulfur Batteries†

CoSe2/MoS2 heterostructures couple the strong polysulfide adsorption of CoSe2 and high catalytic activity of MoS2 to synergistically accelerate polysulfide conversion, demonstrating higher catalytic activity than their individual components.

Rhodium(II)-Catalyzed [4+3] Cyclization of Triazoles with Indole Derivatives and Its Application in the Total Synthesis of (±)-Aurantioclavine

  • Pages: 1145-1152
  • First Published: 05 January 2021
Rhodium(II)-Catalyzed [4+3] Cyclization of Triazoles with Indole Derivatives and Its Application in the Total Synthesis of (±)-Aurantioclavine

An efficient rhodium(II)-catalyzed [4+3] cyclization reaction of 1-sulfonyl-1,2-3-triazoles and indoles was developed. In addition, the total synthesis of (±)-aurantioclavine was completed in four steps adopting this [4+3] cyclization as a key step.

Superhydrophobic Flexible Supercapacitors Formed by Integrating Hydrogel with Functional Carbon Nanomaterials

  • Pages: 1153-1158
  • First Published: 14 December 2020
Superhydrophobic Flexible Supercapacitors Formed by Integrating Hydrogel with Functional Carbon Nanomaterials

This paper reports a superhydrophobic and self-healable supercapacitor, which could work in the underwater environment.

Phosphorescent Zwitterionic Pt(II) N-Heterocyclic Allenylidene Complexes: Metallophilicity and Ionic Self-Assembly

  • Pages: 1159-1167
  • First Published: 05 January 2021
Phosphorescent Zwitterionic Pt(II) N-Heterocyclic Allenylidene Complexes: Metallophilicity and Ionic Self-Assembly†

Zwitterionic self-assembly of N-heterocyclic allenylidene Pt(II) complexes with metallophilic Pt···Pt interactions shifts phosphorescence from yellow to red and then to near-infrared region.

Cu-Catalyzed Cascade Cyclization of Ketoxime Acetates and Alkynals Enabling Synthesis of Acylpyrroles

  • Pages: 1175-1180
  • First Published: 22 January 2021

Cu-Catalyzed Cascade Cyclization of Ketoxime Acetates and Alkynals Enabling Synthesis of Acylpyrroles

A Cu-catalyzed cascade cyclization reaction of ketoxime acetates and alkynals has been developed that enables synthesis of two kinds of structurally important 2-acylpyrroles.

Synthesis of Cyclic Polyolefin: Ring-Opening Metathesis Polymerization by Binuclear Vanadium Complexes

  • Pages: 1181-1187
  • First Published: 02 January 2021
Synthesis of Cyclic Polyolefin: Ring-Opening Metathesis Polymerization by Binuclear Vanadium Complexes†

Binuclear vanadium complexes were designed and exhibited high activity in ring-opening metathesis polymerization of norbornene. Cyclic polymers were obtained and demonstrated.

New Energetic Complexes as Catalysts for Ammonium Perchlorate Thermal Decomposition

  • Pages: 1193-1198
  • First Published: 28 January 2021
New Energetic Complexes as Catalysts for Ammonium Perchlorate Thermal Decomposition

Four new energetic complexes (1) [Cu(vimi)4]DCA2, (2) [Co(vimi)4]DCA2, (3) [Ni(vimi)4]DCA2, and (4) [Cu(vimi)4]CBH2 (vimi: 1-vinylimidazole, DCA: dicyanamide anion, CBH: cyanoborohydride anion) were prepared, and their structures were characterized via single-crystal X-ray diffraction, elemental analysis, and Fourier-transform infrared spectroscopy.

Carbon Dots Promote the Performance of Anodized Nickel Passivation Film on Ethanol Oxidation by Enhancing Oxidation of the Intermediate

  • Pages: 1199-1204
  • First Published: 28 January 2021
Carbon Dots Promote the Performance of Anodized Nickel Passivation Film on Ethanol Oxidation by Enhancing Oxidation of the Intermediate†

A layer of dense anodized nickel passivation film (Ni-APF) was formed on the surface of nickel sheet by anodic oxidation method, with carbon dots (CDs) as co-catalyst. Ni-APF/CDs showed 144.4 mA∙cm−2 peak current density at peak potential 0.662 V (vs. Ag/AgCl), which was 31% higher than that of Ni-APF (110.3 mA∙cm−2). In this system, CDs mainly function in the increase of charge-transfer capacity and the promotion oxidation of carbonaceous intermediates.

Cobalt-Catalyzed C—H Allylation of Arenes with Allylic Amines

  • Pages: 1205-1210
  • First Published: 28 January 2021

Cobalt-Catalyzed C—H Allylation of Arenes with Allylic Amines

[Cp*Co(CO)I2]-catalyzed pyridyl- and pyrimidyl-directed C—H allylation of arenes with allylic amines was performed, affording ortho-allylated arenes in moderate to high yields.

Synthesis of 3-Methylthioindoles via Intramolecular Cyclization of 2-Alkynylanilines Mediated by DMSO/DMSO-d6 and SOCl2

  • Pages: 1211-1224
  • First Published: 27 January 2021
Synthesis of 3-Methylthioindoles via Intramolecular Cyclization of 2-Alkynylanilines Mediated by DMSO/DMSO-d6 and SOCl2

A variety of 3-methylthioindole and deuterated 3-methylthioindole derivatives were conveniently synthesized from the reaction of 2-alkynylanilines with DMSO/DMSO-d6 and SOCl2 via intramolecular cyclization/methylthiolation. Advantages of this method include the metal-free feature, readily availability of the substrates, mild reaction conditions, and synthesis of the deuterated 3-methylthioindoles.

Deoxyfluorination of Carboxylic, Sulfonic, Phosphinic Acids and Phosphine Oxides by Perfluoroalkyl Ether Carboxylic Acids Featuring CF2O Units

  • Pages: 1225-1232
  • First Published: 25 January 2021
Deoxyfluorination of Carboxylic, Sulfonic, Phosphinic Acids and Phosphine Oxides by Perfluoroalkyl Ether Carboxylic Acids Featuring CF2O Units

Potassium salts of perfluoroalkyl ether carboxylic acids featuring CF2O units were used as deoxyfluorination reagents for synthesis of acyl fluorides, sulfonyl fluorides and phosphoric fluorides.

Molten Salt Derived Graphene-Like Carbon Nanosheets Wrapped SiOx/Carbon Submicrospheres with Enhanced Lithium Storage

  • Pages: 1233-1239
  • First Published: 27 January 2021
Molten Salt Derived Graphene-Like Carbon Nanosheets Wrapped SiOx/Carbon Submicrospheres with Enhanced Lithium Storage†

We have developed an inexpensive and scalable route to fabricate graphene-like carbon nanosheet wrapped SiOx/C submi-crospheres. The in-situ generated carbon nanosheets under molten salt condition can further improve the electroconductivity, re-strain the volumetric expansion and guarantee the structural integrity of the electrode.

Optogenetic Control of Phosphatidylinositol (3,4,5)-Triphosphate Production by Light-Sensitive Cryptochrome Proteins on the Plasma Membrane

  • Pages: 1240-1246
  • First Published: 21 January 2021
Optogenetic Control of Phosphatidylinositol (3,4,5)-Triphosphate Production by Light-Sensitive Cryptochrome Proteins on the Plasma Membrane

We design an optogenetic system that uses light sensitive protein-protein interaction between Arabidopsis cryptochrome 2 (CRY2) and CIB1 to spatiotemporally visualize the PIP3 production with high specificity.

Evolution of Routes for Asymmetric Total Synthesis of Cyclocitrinol Enabled by Type II [5+2] Cycloaddition

  • Pages: 1247-1254
  • First Published: 25 January 2021
Evolution of Routes for Asymmetric Total Synthesis of Cyclocitrinol Enabled by Type II [5+2] Cycloaddition†

This manuscript reports the full detail of the asymmetric total synthesis of cyclocitrinol, an unusual C25 steroid with a unique bicyclo[4.4.1]undecene A/B ring system. Our initial synthetic studies to construct the desired bicyclo[4.4.1]undecene ring via type II [5+2] cycloaddition revealed that a chiral substituent at the allylic position of the alkene (C6) would control the stereoselective outcome of the cycloaddition reaction. Elaboration of the cycloadduct, involving dehydroation of the tertiary alcohol, lithium-amine promoted oxa-bridge cleavage, double oxidative deformylation and selective side chain introduction finished the synthesis of cyclocitrinol.

Synthesis and Structure of a Series of Ti6-oxo Clusters Functionalized by in situ Esterified Dicarboxylate Ligands

  • Pages: 1259-1264
  • First Published: 10 January 2021
Synthesis and Structure of a Series of Ti6-oxo Clusters Functionalized by in situ Esterified Dicarboxylate Ligands

This work reveals a novel series of titanium-oxo clusters, PTC-267, PTC-268, PTC-269 and PTC-270, formed from in situ esterified ligands. These complexes offer rare examples of dicarboxylate-modified polyoxo-titanium clusters (PTCs) with ester groups and provide evidence for the production of water by an in situ esterification reaction.

Boosting the Capacitive Performance of Cobalt(II) Phthalocyanine by Non-peripheral Octamethyl Substitution for Supercapacitors

  • Pages: 1265-1272
  • First Published: 12 January 2021
Boosting the Capacitive Performance of Cobalt(II) Phthalocyanine by Non-peripheral Octamethyl Substitution for Supercapacitors†

The introduction of non-peripheral octamethyl substituents on CoPc can enhance charge transfer rate and improve redox activity, resulting in better pseudocapacity. The capacitance value of phthalocyanine nanorods is further improved compared with powders due to larger specific surface area.

Bridging from the Sequence to Architecture: Graft Copolymers Engineering via Successive Latent Monomer and Grafting-from Strategies

  • Pages: 1273-1280
  • First Published: 11 January 2021
Bridging from the Sequence to Architecture: Graft Copolymers Engineering via Successive Latent Monomer and Grafting-from Strategies†

An efficient method toward the constructions of well-defined graft copolymer, bridging sequence with architecture by successive latent monomer and grafting from strategies, was demonstrated.

Electrocatalytic CO2 Reduction with Re-Based Spiro Bipyridine Complexes: Effects of the Local Proton in the Second Coordination Sphere

  • Pages: 1281-1287
  • First Published: 21 January 2021
Electrocatalytic CO2 Reduction with Re-Based Spiro Bipyridine Complexes: Effects of the Local Proton in the Second Coordination Sphere†

The OH group in the second coordination sphere improves the formation of a local hydrogen bond that promotes the protonation of CO2 reduction intermediates, boosting the electrocatalytic CO2 reduction properties of complex Re1.

A Mitochondria-Specific Orange/Near-Infrared-Emissive Fluorescent Probe for Dual-Imaging of Viscosity and H2O2 in Inflammation and Tumor Models

  • Pages: 1303-1309
  • First Published: 22 April 2021
A Mitochondria-Specific Orange/Near-Infrared-Emissive Fluorescent Probe for Dual-Imaging of Viscosity and H2O2 in Inflammation and Tumor Models

We reported an orange/near-infrared-emissive fluorescent probe (TTPB) for dual-imaging of mitochondrial viscosity and H2O2 in inflammation and cancer models.

Comprehensive Reports

Synthesis, Antimicrobial Activity, and Molecular Docking of Benzoic Hydrazide or Amide Derivatives Containing a 1,2,3-Triazole Group as Potential SDH Inhibitors

  • Pages: 1319-1330
  • First Published: 22 January 2021
Synthesis, Antimicrobial Activity, and Molecular Docking of Benzoic Hydrazide or Amide Derivatives Containing a 1,2,3-Triazole Group as Potential SDH Inhibitors
Graphical Abstrct

Benzoic hydrazide or amide derivatives containing a 1,2,3-triazole group were synthesized and their in vitro and In vivo antifungal and antibacterial activities were screened. Antifungal bioassay showed that compound 5l was effective for the control of rice sheath blight and wheat scab with the effects of 75% and 95%, respectively. Further studies suggested that target compounds were potential succinate dehydrogenase inhibitors (SDHIs). Interestingly, compounds 5r and 5s displayed superior control effects against rice bacterial blight (up to 51%) than commercial agents Bismerthiazol and Thiodiazole copper.

Uncarialins J—M from Uncaria rhynchophylla and Their Anti-depression Mechanism in Unpredictable Chronic Mild Stress-Induced Mice via Activating 5-HT1A Receptor

  • Pages: 1331-1343
  • First Published: 02 January 2021
Uncarialins J—M from Uncaria rhynchophylla and Their Anti-depression Mechanism in Unpredictable Chronic Mild Stress-Induced Mice via Activating 5-HT1A Receptor

The investigation of U. rhynchophylla led to the isolation of four new compounds uncarialins J—M (1—4) and seven known analogues (5—11). Compounds 1, 2, 7, and 9—11 displayed significant agonistic effects towards 5-HT1A receptor with EC50 values of 1.18—7.86 μmol/L. Hirsuteine (7) displayed a significant antidepression effect in UCMS-induced depression mice via regulating 5-HT1A receptor interacted with Asp116 and Asn386.

Cornerstones in Chemistry

Frustrated Lewis Pair Catalysis: It Takes Two to Make a Thing Go Right

  • Pages: 1344-1352
  • First Published: 04 January 2021
Frustrated Lewis Pair Catalysis: It Takes Two to Make a Thing Go Right

Unquenched Lewis acids and bases, designated “frustrated Lewis pairs”, provide new possibilities for a variety of catalytic transformations and open an enormous space for fine tuning the electronic and steric properties of catalysts.

Recent Advances

Solution and Solid-Phase Growth of Bulk Halide Perovskite Single Crystals

  • Pages: 1353-1363
  • First Published: 22 December 2020
Solution and Solid-Phase Growth of Bulk Halide Perovskite Single Crystals

In this review, the characteristics of the existing mainstream methods for growing bulk halide perovskite single crystals and their applications as photodetectors and gas sensors were discussed, which is insightful for future synthesis and applications of perovskite single crystals.

Recent Advance in Carbon Dots: From Properties to Applications

  • Pages: 1364-1388
  • First Published: 19 December 2020
Recent Advance in Carbon Dots: From Properties to Applications

We update the latest researches on preparation, optoelectronic and chemical properties of CDs as well as their biomedical and optoelectronic applications. We hope that this review will give further impulses to target-oriented research on CDs for biomedical and optoelectronic applications.

Recent Advances in Pt-Based Ultrathin Nanowires: Synthesis and Electrocatalytic Applications

  • Pages: 1389-1396
  • First Published: 21 January 2021
Recent Advances in Pt-Based Ultrathin Nanowires: Synthesis and Electrocatalytic Applications†

In this minireview, the general synthetic methods and fundamental insights into the growing mechanism of Pt-based ultrathin nanowires as well as the recent advances for electrocatalytic applications are summarized.

J&K Critical Review

Transition-Metal-Catalyzed Carbon-Carbon Bond Activation in Asymmetric Synthesis

  • Pages: 1397-1412
  • First Published: 10 December 2020

Transition-Metal-Catalyzed Carbon-Carbon Bond Activation in Asymmetric Synthesis

Recent advances of transition-metal-catalyzed carbon-carbon activation reactions and their synthetic applications were reviewed. In these reactions, the enantio-determining step is either at the carbon-carbon bond cleavage stage or its downstream reactions.

Inside Back Cover

Free Access

Inside Cover Picture

  • Page: 1415
  • First Published: 28 April 2021
Inside Cover Picture

The cover picture shows binuclear vanadium complexes for ROMP, which revealed unexpected backbiting reaction between two in-situ formed alkylidenes. The following REMP gives the formation of polymer with cyclic topology. More details are discussed in the article by Wu et al. on page 1181—1187.

Back Cover

Free Access

Back Cover

  • Page: 1416
  • First Published: 28 April 2021
Back Cover

This work describes the constructions of graft copolymers with controlled density and distribution of side chains by successive latent monomer and grafting-from strategies. More details are discussed in the article by Zhang et al. on page 1273—1280.