The efficient and regioselective electrosynthesis of tetra- and hexa-functionalized 60fullerene derivatives with unprecedented addition patterns has been achieved. The tetra-functionalized ...60fullerene derivative with an intriguing 1,2,4,17-addition pattern is regioselectively obtained by cyclization reaction of the dianionic species generated electrochemically from a 60fulleroindoline with 1,2-bis(bromomethyl)benzene at 0 °C, and can be converted to the more stable 1,2,3,4-adduct at 25 °C. Furthermore, the hexa-functionalized 60fullerene derivative with the 1,2,3,4,9,10-addition pattern displaying a unique "
S
"-shaped configuration can be synthesized by protonation of the electrochemically generated dianion of the obtained tetra-functionalized 1,2,4,17-adduct. The structures of the tetra- and hexa-functionalized products have been determined by spectroscopic data and single-crystal X-ray analysis.
The regioselective electrosynthesis of tetra- and hexa-functionalized 60fullerene derivatives with unprecedented 1,2,4,17-(
cis
-3) and 1,2,3,4,9,10-(
S
"-shaped) addition patterns is achieved.
A mild approach to the visible-light-mediated bimetal-catalyzed meta-alkylation of arenes has been accomplished. The regioselective meta-alkylation is realized by a bimetallic ruthenium–palladium ...system. Ruthenium acts as a catalyst for the directing effect and as a photosensitizer, while the cocatalyst palladium behaves as a catalyst for the generation of fluoroalkyl radicals. This reaction not only is suitable for two-component meta-fluoroalkylation of arenes but can also be extended to three-component reactions to achieve bifunctionalization of olefins.
Palladium-catalysed desulfitative addition of arylsulfinic acids to aryl and alkyl nitriles with 2,2'-bipyridine as a ligand afforded a variety of aryl ketones via hydrolysis of ketimine ...intermediates.
A highly efficient heteroannulation between 60fullerene (C60) and N-methoxy-1H-indole-1-carboxamides has been successfully achieved via the palladium-catalyzed C–H activation and subsequent ...cyclization. This protocol has remarkable functional group tolerance for the synthesis of C60-fused 3,4-dihydropyrimido1,6-aindol-1(2H)-ones. Furthermore, the electrochemically generated dianionic C60-fused 3,4-dihydropyrimido1,6-aindol-1(2H)-ones can be regioselectively transformed into 1,2,3,4-, 1,2,3,16-, and 1,4,9,25-adducts of C60.
A solvent-free rhodium(III)-catalyzed C−H amidation of N-nitrosoanilines with 1,4,2-dioxazol-5-ones has been successfully developed under ball-milling conditions. This protocol provides an efficient ...and green access to a variety of 2-aminoanilide derivatives with low catalyst loading, remarkable functional group compatibility and excellent yields. In addition, the products allow convenient access to pharmaceutically valuable benzimidazole derivatives through a one-pot two-step synthesis.
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Invited for the cover of this issue are Guigen Li's groups at Texas Tech University and Nanjing University. The cover artwork shows that chirality patterns exist from universal to molecular levels ...showing light emission properties. Read the full story of multilayer 3D chirality and its asymmetric catalytic synthesis at 10.1002/chem.202104102.
“The resulting multiple π‐assemblies exhibited remarkable optical properties in aggregated states… as well as reversible redox properties.” This and more about the story behind the front cover can be found in the article at 10.1002/chem.202104102).
Supercapacitors, which store electrical energy through reversible ion on the surface of conductive electrodes have gained enormous attention for variously portable energy storage devices. Since the ...capacitive performance is mainly determined by the structural and electrochemical properties of electrodes, the electrodes become more crucial to higher performance. However, due to the disordered microstructure and low electrochemical activity of electrode for ion tortuous migration and accumulation, the supercapacitors present relatively low capacitance and energy density. Here we report a high-performance supercapacitor based on polyaniline/vertical-aligned carbon nanotubes (PANI/VA-CNTs) nanocomposite electrodes where the vertical-aligned-structure is formed by the electrochemical-induction (0.75 V). The supercapacitor displays large specific capacitance of 403.3 F g
, which is 6 times higher than disordered CNTs in HClO
electrolyte. Additionally, the supercapacitor can also present high specific capacitance (314.6 F g
), excellent cycling stability (90.2% retention after 3000 cycles at 4 A g
) and high energy density (98.1 Wh kg
) in EMIBF
organic electrolyte. The key to high-performance lies in the vertical-aligned-structure providing direct path channel for ion faster diffusion and high electrochemical capacitance of polyaniline for ion more accommodation.
The zinc-mediated solvent-free reaction of 60fullerene with enones and water and the subsequent treatment of a base afford various 60fullerene-fused cyclopentanols using the ball-milling technique. ...A plausible reaction mechanism is proposed on the basis of control experiments. In addition, the formed 60fullerene-fused cyclopentanols can be further dehydrated to provide 60fullerene-fused cyclopentenes.
A highly efficient visible light mediated C–C and C–P coupling reactions of sp3 C–H bonds adjacent to the nitrogen atom in tetrahydroisoquinoline derivatives with pronucleophiles such as ...nitroalkanes, malononitrile, dimethyl malonate and H-phosphonate diesters were achieved by using a magnetic nanoparticle-supported eosin Y bis-benzyltriethylammonium salt (MNPs-Eosin Y) as catalyst and air as the sole oxidant, affording the corresponding products in good to excellent yields under mild reaction conditions. Notably, the supported eosin Y catalyst can easily be separated from the reaction mixture by an external permanent magnet and can be recycled at least eight times without a significant loss of activity.
An efficient magnetic nanoparticle-supported eosin Y catalyst was prepared for the visible-light oxidative C–C and C–P bond formation. Display omitted
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