Organoruthenium-bipyridyl complexes – A platform for diverse chemistry and applications

Coordination Chemistry Reviews, Год журнала: 2024, Номер 504, С. 215655 - 215655

Опубликована: Янв. 25, 2024

Язык: Английский

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Manganese-catalyzed base-free addition of saturated nitriles to unsaturated nitriles by template catalysis

Chemical Science, Год журнала: 2024, Номер 15(7), С. 2571 - 2577

Опубликована: Янв. 1, 2024

A new catalytic protocol is reported for the selective synthesis of glutaronitrile derivatives through manganese-catalyzed heteroaddition saturated nitriles to unsaturated ones under mild and base-free conditions.

Язык: Английский

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Room Temperature Fluoranthene Synthesis through Cationic Rh(I)/H₈-BINAP-Catalyzed [2 + 2 + 2] Cycloaddition: Unexpected Acceleration due to Noncovalent Interactions

ACS Catalysis, Год журнала: 2023, Номер 13(3), С. 1604 - 1613

Опубликована: Янв. 12, 2023

The fluoranthene skeleton is a structure often found in natural products and fluorescent materials, thus developing an operationally simple method for diversity-oriented synthesis important research topic organic synthesis. However, existing synthetic methods require harsh reaction conditions or limited substrate applicability both. Here, we report the room temperature of substituted fluoranthenes azafluoranthenes through cationic Rh(I)/H8-BINAP complex-catalyzed [2 + 2 2] cycloaddition using 1,8-dialkynylnaphthalenes. DFT calculations reveal that H8-BINAP ligand stabilizes intermediates, allowing reaction. Among substrates examined, 1,8-bis(phenylethynyl)naphthalene diarylacetylenes show high reactivity, contrary to reactivity predicted by their steric bulkiness. Theoretical experimental mechanistic studies have demonstrated noncovalent interactions phenyl groups on both accelerate present sterically demanding reactions stabilizing transition states rather than inducing repulsions.

Язык: Английский

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Enantio- and regioselective [2 + 2 + 2] cycloaddition of BN-diynes for construction of C-B axial chirality

Chem, Год журнала: 2023, Номер 10(1), С. 317 - 329

Опубликована: Окт. 17, 2023

Язык: Английский

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Rhodium‐Catalyzed Chemo‐, Regio‐, Diastereo‐, and Enantioselective Intermolecular [2+2+2] Cycloaddition of Three Unsymmetric 2π Components

Angewandte Chemie International Edition, Год журнала: 2023, Номер 62(16)

Опубликована: Фев. 16, 2023

We have developed the Rh+ /H8 -binap-catalyzed chemo-, regio-, diastereo-, and enantioselective intermolecular [2+2+2] cycloaddition of three unsymmetric 2π components. Thus, two arylacetylenes react with a cis-enamide to yield protected chiral cyclohexadienylamine. Moreover, replacing one arylacetylene silylacetylene enables distinct These transformations proceed excellent selectivity (complete regio- diastereoselectivity up >99 % ee). Mechanistic studies suggest chemo- regioselective formation rhodacyclopentadiene intermediate from terminal alkynes.

Язык: Английский

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Photoredox‐Enabled Manganese‐Catalyzed [2+2+2] Cycloaddition of Alkynes

Advanced Synthesis & Catalysis, Год журнала: 2024, Номер 366(7), С. 1545 - 1550

Опубликована: Фев. 8, 2024

Abstract Manganese (Mn) is the third most abundant transition metal on Earth and known for its exceptional biocompatibility. The development of novel catalytic mode Mn great significance to advancing organic synthesis. In this study, first manganese (Mn)‐catalyzed [2+2+2] cycloaddition alkynes achieved with aid visible‐light photoredox catalysis. Photoredox catalysis proposed promote transformation by in situ reduction high‐valent Mn(II) complex Mn(0) species, thereby initiating reaction. Additionally, a photooxidation‐induced reductive ellimination step also suggested. This system further distinguished notable tolerance towards both terminal internal as counterparts diynes.

Язык: Английский

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Co(III)-Catalyzed Regioselective Benzannulation of Substituted Pyridones with 1,6-Diynes via Dual C-H Bond Activation

Chemical Communications, Год журнала: 2024, Номер 60(63), С. 8296 - 8299

Опубликована: Янв. 1, 2024

A Co(III)-catalyzed site-selective C5 and C6 benzannulation of substituted pyridones with 1,6-diynes

Язык: Английский

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[2+2+2] Cycloaddition of nitriles to enantioenriched and highly substituted pyridines

Chem Catalysis, Год журнала: 2022, Номер 2(11), С. 2889 - 2897

Опубликована: Ноя. 1, 2022

Язык: Английский

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Stereoselective synthesis of [2.2]triphenylenophanesviaintramolecular double [2 + 2 + 2] cycloadditions

Chemical Science, Год журнала: 2023, Номер 14(15), С. 3963 - 3972

Опубликована: Янв. 1, 2023

Base-mediated intermolecular macrocyclization and Rh- or Ni-catalyzed intramolecular double [2 + 2 2] cycloadditions allow enantio- diastereoselective synthesis of planar chiral [2.2]triphenylenophanes.

Язык: Английский

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Concise synthesis of succinimide-fused 1,3-cyclohexadienes via Co-catalyzed [2 + 2 + 2] cycloaddition of 1,6-diynes and maleimides

Organic Chemistry Frontiers, Год журнала: 2024, Номер 11(11), С. 3257 - 3262

Опубликована: Янв. 1, 2024

This work has realized a facile assembly of succinimide-fused 1,3-cyclohexadienes via Co-catalyzed [2 + 2 2] cycloaddition 1,6-diynes to maleimides. Furthermore, the oxidation was carried out under I /MeONa.

Язык: Английский

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