Enantioselective C–H bond functionalization under Co(iii)-catalysis

Chemical Communications, Год журнала: 2024, Номер 60(25), С. 3354 - 3369

Опубликована: Янв. 1, 2024

Enantioselective C–H functionalization relies on 4d and 5d metals, but with their depletion, sustainable alternatives using 3d metals are crucial.

Язык: Английский

---

Chiral Cp^xRhodium(III)‐Catalyzed Enantioselective Aziridination of Unactivated Terminal Alkenes

Angewandte Chemie International Edition, Год журнала: 2024, Номер 63(12)

Опубликована: Янв. 27, 2024

Chiral cyclopentadienyl-rhodium(III) Cp

Язык: Английский

---

Enantioselective synthesis of indenols via rhodium(III)–catalyzed C-H activation/annulation of ketones with alkynes

Science China Chemistry, Год журнала: 2025, Номер unknown

Опубликована: Фев. 12, 2025

Язык: Английский

---

Pd(II)-Catalyzed Asymmetric C–H Functionalization/Dearomatization of Naphthols through Axial-to-Central Chirality Transfer

ACS Catalysis, Год журнала: 2025, Номер unknown, С. 4280 - 4286

Опубликована: Фев. 25, 2025

Язык: Английский

---

Aminothiazole-Linked Metal Chelates: Synthesis, Density Functional Theory, and Antimicrobial Studies with Antioxidant Correlations

ACS Omega, Год журнала: 2021, Номер 6(48), С. 33085 - 33099

Опубликована: Ноя. 24, 2021

During the current study, new aminothiazole Schiff base ligands (S1) and (S2) were designed by reacting 1,3-thiazol-2-amine 6-ethoxy-1,3-benzothiazole-2-amine separately with 3-methoxy-2-hydroxybenzaldehyde in good yields (68–73%). The characterized through various analytical, physical, spectroscopic (FT-IR, UV–Vis, 1H 13C NMR, MS) methods. exploited lieu of chelation bivalent metal (cobalt, nickel, copper, zinc) chlorides a 1:2 (M:L) ratio. spectral (UV–Vis, FT-IR, MS), as well magnetic, results suggested their octahedral geometry. theoretically optimized geometrical structures examined using M06/6-311G+(d,p) function density theory. Their bioactive nature was designated global reactivity parameters containing high hardness (η) value 1.34 eV lower softness (σ) 0.37 eV. Different microbial species verified for potency (in vitro), revealing strong action. Gram-positive Micrococcus luteus Gram-negative Escherichia coli gave highest activities 20 21 mm compounds (8) (7), respectively. antifungal activity against Aspergillus niger terreus 18 (7) (6), antioxidant activity, evaluated DPPH ferric reducing power, inhibition (%) 72.0 ± 0.11% (IC50 = 144 0.11 μL) 66.3% 132 (3) (8), All complexes found to be more biocompatible than free due phenomenon. energies LUMOs had link activities.

Язык: Английский

---

SCpRh(III)-Catalyzed Enantioselective Synthesis of Atropisomers by C2-Arylation of Indoles with 1-Diazonaphthoquinones

Organic Letters, Год журнала: 2022, Номер 24(20), С. 3620 - 3625

Опубликована: Май 16, 2022

The Rh(III)-catalyzed highly enantioselective C2-arylation of indole derivatives with 1-diazonaphthoquinones is reported. In the presence 2.5 mol % SCpRh complex and 20 AgNO3, reactions indoles proceeded smoothly, affording a wide range C2-arylated atropisomers in good yields enantioselectivity (≤96% yield, ≤97% ee) under mild conditions. method displays broad substrate scope functional group tolerance.

Язык: Английский

---

Rhodium(III)-Catalyzed Enantioselective C–H Activation/Annulation of Ferrocenecarboxamides with Internal Alkynes

ACS Catalysis, Год журнала: 2022, Номер 12(5), С. 3083 - 3093

Опубликована: Фев. 21, 2022

Efficient synthesis of planar chiral ferrocene-fused heterocyclic molecules is challenging in asymmetric synthesis. Herein, we report an enantioselective C–H activation/annulation ferrocenecarboxamides with internal alkynes promoted by CpRh(III) catalysis. Trisubstituted Cp-derived Rh complexes are found to be enabling catalysts, which lead a broad substrate scope good functional group compatibility. Planar pyridone products obtained high yields (up 90%) excellent enantioselectivity 99% ee). Combined experimental and computational studies support the proposed reaction mechanism.

Язык: Английский

---

A Class of Readily Tunable Planar‐Chiral Cyclopentadienyl Rhodium(III) Catalysts for Asymmetric C–H Activation

Angewandte Chemie International Edition, Год журнала: 2022, Номер 61(23)

Опубликована: Март 18, 2022

Chiral half-sandwich cyclopentadienyl rhodium(III) (CpRhIII ) complexes are powerful catalysts for promoting asymmetric C-H activation reactions. Their preparation normally involved linking or embedding the Cp motif to into a certain chiral backbone forge so-called ligand. However, of planar-chiral CpRhIII catalyst bearing non-chiral ligand remains formidable challenge and is rarely reported. We describe herein an unusual class rhodium ligands. Different from existing ones, this readily tunable. Ten only were prepared with ease, successfully used in two enantioselective Given its convenient synthesis high structural tunability, these expected find more utilities activation.

Язык: Английский

---

Cycloiridated Helicenes as Chiral Catalysts in the Asymmetric Transfer Hydrogenation of Imines

ACS Catalysis, Год журнала: 2022, Номер 12(17), С. 10793 - 10800

Опубликована: Авг. 19, 2022

The asymmetric synthesis of optically pure and conformationally locked oxabenzo[5]helicenes bearing pyridin-2-yl or isoquinolin-3-yl substituents their transformation into the corresponding cycloiridated organometallics are described. These helically chiral Cp*IrIII(X)C,N-complexes (X = Cl, I) also contain a configurationally unstable pseudotetrahedral iridium center. This center undergoes epimerization at room temperature, its relative stereochemistry, especially in solid state, depends on nature coordinated ligands. Cycloiridated helicenes were used transfer hydrogenation prochiral aromatic imines with formic acid/triethylamine to reach up 96:4 er. It is assumed that chirality controlled by auxiliary helix rather than IrIII stereogenic iridacycles.

Язык: Английский

---

Rh(III)-Catalyzed Atroposelective C–H Iodination of 1-Aryl Isoquinolines

ACS Catalysis, Год журнала: 2023, Номер 13(8), С. 5127 - 5134

Опубликована: Март 30, 2023

The rhodium-catalyzed enantioselective C–H iodination of 1-aryl isoquinolines under mild conditions is disclosed. Direct with N-iodosuccinimide (NIS) catalyzed by chiral CpRh(III) complexes afforded a series axially biaryl iodides in excellent yields and enantioselectivity (up to 99% yield 97% ee). Furthermore, the atroposelective bromination chlorination reactions were also compatible. Notably, could be easily transformed QUINAP-type N,N-type ligands.

Язык: Английский

---