Transition-metal-free isofunctional reaction of α,β-unsaturated ketones/nitriles DOI

Runyou Ye,

Jialin Ming,

Qinyue Tao

et al.

Science China Chemistry, Journal Year: 2024, Volume and Issue: unknown

Published: Sept. 29, 2024

Language: Английский

Mechanism and Origin of Nickel-Catalyzed Decarbonylative Construction of C(sp2)–C(sp3) Bonds from Carboxylic Acids and Their Derivatives DOI
Dong Tian, Weipeng Zhao, Zheng‐Yang Xu

et al.

The Journal of Organic Chemistry, Journal Year: 2025, Volume and Issue: unknown

Published: March 31, 2025

Nickel-catalyzed arylation of carboxylic acids provides a ligand-controlled chemoselectivity-switchable method for the construction C(sp2)-C(sp3) bonds. Here, we employed density functional theory to provide detailed understanding mechanism and origin nickel-catalyzed carbonyl transformation. This reaction generates decarbonylation products through oxidative addition, activation C-C bonds, decarbonylation, binding alkyl radicals with Ni(III) complexes, final reduction elimination step. The bonds in aromatic carboxylate esters is more favorable than C-O bond because interaction between nickel catalyst π orbitals substrate's moiety during activation. induction effect ligand group together determines transfer tendency group.

Language: Английский

Citations

0
DFT mechanistic study of Rh(I)-catalyzed C–C bond activation in benzocyclopentane alkoxy derivatives: Effects of substituents, ligands, and additives DOI

Jiangping Yang,

Guanghui Song,

Y. LI

et al.

Molecular Catalysis, Journal Year: 2025, Volume and Issue: 580, P. 115097 - 115097

Published: April 10, 2025

Language: Английский

Citations

0
Bench-Stable Cerium(IV) Benzoate: A Versatile LMCT Catalyst for Selective Dehydroxymethylative Functionalization DOI
Hanwen Liang, Long‐Li Lai, Kaining Zhang

et al.

ACS Catalysis, Journal Year: 2025, Volume and Issue: unknown, P. 8069 - 8077

Published: April 30, 2025

Language: Английский

Citations

0
Synthesis, Structural Analysis, and Catalysis for Suzuki–Miyaura Coupling Reactions of Tetradentate N^C^C^N and Tetracarbene C^C^C^C Nickel–N‐Heterocyclic Carbene Complexes DOI Open Access

Chuanqiu Gao,

Wen‐Qi Luo,

Xiao Xiao

et al.

Applied Organometallic Chemistry, Journal Year: 2025, Volume and Issue: 39(2)

Published: Jan. 19, 2025

ABSTRACT Four novel Ni(II)– N ‐heterocyclic carbene (Ni–NHC) complexes were synthesized and characterized by NMR, ESI–MS, SEM, TEM, EDS mapping, XPS, single‐crystal X‐ray diffraction (XRD) analysis. Ni–NHC 7 8 are intramolecular tetradentate ^ C NHC N‐cyclometalated [1L + 1M] complex featuring coplanar of azole quinoline rings, 11 is an interligand tetracarbene ‐cyclometalated [2L with two six‐membered, conformation boat‐shaped, structural units. Complex 9@Ni–NHC a softly fluffy black powder the surface morphology tightly arranged honeycomb‐like pore structure may be containing very small amount Ni 0 state. DFT calculations suggested enhanced stability for . Cyclic voltammetry studies shown that , have similar redox properties pairs peaks, displays only one reversible process half‐wave potentials at E 1/2 = −0.864 V. All found to efficient catalysts Suzuki–Miyaura cross‐coupling reaction, display better catalytic activity than exhibit comparable Pd(OAc) 2 catalyst, which attributed intraligand chelating coordination conjugate effect between rings.

Language: Английский

Citations

0
Nickel-catalyzed reductive alkynylation of ketoimines via unstrained C–C bond activation DOI

Tian‐Zhang Wang,

Le-Yu Tang,

Yu‐Qiu Guan

et al.

Chinese Chemical Letters, Journal Year: 2025, Volume and Issue: unknown, P. 111050 - 111050

Published: March 1, 2025

Language: Английский

Citations

0
Photocatalytic C−C bond formation and cleavage reactions based on graphitic carbon nitride semiconductor materials DOI
Wenjie Zhang,

Zeyao Liang,

Xiaoquan Yao

et al.

Tetrahedron, Journal Year: 2025, Volume and Issue: unknown, P. 134651 - 134651

Published: April 1, 2025

Language: Английский

Citations

0
Ru(II)-Catalyzed Deformylative C–C Activation and Carbene Insertion: Empowering Diversity-Oriented Synthesis of Unsymmetrical Biaryldiols and Heterobiaryl Amino Alcohols DOI
Chandan Kumar Giri,

Tejender Singh,

Sudeshna Mondal

et al.

ACS Catalysis, Journal Year: 2024, Volume and Issue: 14(15), P. 11286 - 11293

Published: July 15, 2024

Language: Английский

Citations

3
Heteroaryl Group Containing Trisubstituted Alkenes: Synthesis and Anti‐tumor Activity DOI
Jiatong Li,

Ao Gu,

Mengyao Li

et al.

Chemistry & Biodiversity, Journal Year: 2024, Volume and Issue: 21(11)

Published: Aug. 15, 2024

Abstract Pancreatobililary cancers are fatal solid tumors that pose a significant threat to human life. It is imperative investigate novel small molecule active compounds for controlling these cancers. Heterocyclic (e. g. gemcitabine) and multi‐substituted alkenes resveratrol) commonly applied in tumor treatment. Researchers have proposed the synthesis of new trisubstituted containing heteroaromatic rings by combining two scaffolds may be fresh strategy develop molecules. In this study, we utilized alkenyl bromide heteroaryl boronic acid as substrates, employing Suzuki coupling generate series triarylethylenes featuring nitrogen, oxygen, sulfur atoms. Through vitro experiments, results indicated some exhibited remarkable anti‐tumor efficacy IC50 [ 3be , GBC‐SD] =0.13 μM PANC‐1] =0.27 μM). The further demonstrated antitumor was dependent on heteroatom, π‐system, skeleton‐bonding site, substituent type.

Language: Английский

Citations

3
Asymmetric Amination of Unstrained C(sp3)–C(sp3) Bonds DOI Creative Commons
Yang Liu,

Ye‐Wei Chen,

Yuanxiang Yang

et al.

Journal of the American Chemical Society, Journal Year: 2024, Volume and Issue: 146(43), P. 29857 - 29864

Published: Oct. 16, 2024

The asymmetric functionalization of unstrained C(sp3)–C(sp3) bonds could be a powerful strategy to stereoselectively reconstruct the backbone an organic compound, but such reactions are rare. Although allylic substitutions have been used frequently construct C–C by cleavage more reactive C–X (X is usually O atom ester) transition metals, reverse process that involves replacement bond with C–heteroatom rare and generally considered thermodynamically unfavorable. We show unstrained, inert σ can converted C–N via designed solubility-control strategy, which makes unfavorable possible. amination occurs range amine nucleophiles cleaves multiple classes alkyl in good yields high enantioselectivity. A novel resolution also reported transforms racemic amines corresponding optically active sequential conversion back bond. Mechanistic studies formation rate-limiting step driven low solubility salt formed from cleaved group nonpolar solvent.

Language: Английский

Citations

3
Multivacant polyoxometalate-stabilizing palladium nanoparticles catalyzes N‑formylation of amines with CO2 and H2 DOI

Wenkai Lai,

Yongjun Jiang,

Huiying Liao

et al.

New Journal of Chemistry, Journal Year: 2024, Volume and Issue: 48(24), P. 11014 - 11024

Published: Jan. 1, 2024

The multivacant POM-stabilizing Pd nanoparticles exhibited high efficiency and recyclability in the N -formylation reaction of amines with CO 2 H .

Language: Английский

Citations

2