Weakly-Activated Phenol Derivatives as New Green Electrophilic Partners in Suzuki–Miyaura and Related C-C Couplings DOI Creative Commons

Jules Perney,

Alexandre Humblot-Negri,

Carlos Vaca‐García

и другие.

Molecules, Год журнала: 2024, Номер 30(1), С. 51 - 51

Опубликована: Дек. 26, 2024

In recent years, there has been growing interest in the development of greener alternatives to traditional reagents used carbon–carbon coupling reactions, particularly response environmental concerns. The commonly aryl halides, despite being highly reactive Suzuki–Miyaura (SMC), pose significant risks. As a result, research shifted towards exploring use phenols, which are widely accessible and environmentally benign. However, phenols considerably less due poor leaving group properties hydroxyl group, necessitating prior activation facilitate their reactions. This work aims review investigations on strategies for focusing application related C-C couplings. addition, exploration potential conducting step “in situ” will also be discussed. We hope that this article pave way more sustainable efficient methodologies, addressing both ecological practical challenges organic synthesis.

Язык: Английский

The impact of earth-abundant metals as a replacement for Pd in cross coupling reactions DOI Creative Commons
Michael U. Luescher, Fabrice Gallou, Bruce H. Lipshutz

и другие.

Chemical Science, Год журнала: 2024, Номер 15(24), С. 9016 - 9025

Опубликована: Янв. 1, 2024

Initial calculations of environmental footprints associated with using Ni vs Pd catalysis in a representative metal-catalyzed Suzuki–Miyaura cross-coupling reveal that the choice ligated metal is often NOT consequence. Rather, it culmination other parameters such as medium.

Язык: Английский

Процитировано

17

The recent development of β‐cyclodextrin‐based catalysts system in Suzuki coupling reactions DOI
Sara Payamifar, Majid Abdouss, Ahmad Poursattar Marjani

и другие.

Applied Organometallic Chemistry, Год журнала: 2024, Номер 38(6)

Опубликована: Апрель 2, 2024

β‐Cyclodextrin has drawn significant attention as a special class of cyclic oligomers over the past few decades. They have been employed in many organic conversions green alternative catalysts to perform satisfactorily catalytic activity and modify efficiency reactions. Its availability, nontoxicity, low cost, renewability, high performance transformations are several benefits cyclodextrins that captured interest research groups worldwide. In recent decades, great progress made developing metal‐catalyzed coupling reactions create carbon–carbon bonds. For transition‐metal‐catalyzed cross‐coupling, using modified β‐cyclodextrin derivatives is much more pleasant due obvious advantages such valuable properties capability an inclusion complex with different metals. The particular purpose this review summarize application β‐cyclodextrin‐based catalyst systems Suzuki reaction for synthesis biaryl compounds covering years 2019–2023.

Язык: Английский

Процитировано

9

Enantioselective nickel-catalyzed Mizoroki–Heck cyclizations of amide electrophiles DOI Creative Commons
Ana S. Bulger, Daniel J. Nasrallah, Arismel Tena Meza

и другие.

Chemical Science, Год журнала: 2024, Номер 15(7), С. 2593 - 2600

Опубликована: Янв. 1, 2024

The first asymmetric amide cross-couplings that rely on C–N bond activation using transition metal catalysis are reported. study establishes a new avenue in chemistry.

Язык: Английский

Процитировано

7

Construction of porphyrin-based photocatalyst comprising pyridinium ionic liquid moiety for the metal-free visible light-assisted N-arylation of amines: facile approach to afford drug intermediates DOI
Bhairav Chandroday Mataghare, Pundlik Rambhau Bhagat

New Journal of Chemistry, Год журнала: 2023, Номер 47(47), С. 21764 - 21780

Опубликована: Янв. 1, 2023

Novel additive-free protocol to afford pharmaceutical intermediates via C–N coupling in homemade photoreactor under the irradiation of 5 W LED light.

Язык: Английский

Процитировано

13

Recent advancements in metal-free C–C bond formation via C–H bond functionalization DOI

A. K. Sikder,

Jhimli Sengupta

Organic & Biomolecular Chemistry, Год журнала: 2025, Номер unknown

Опубликована: Янв. 1, 2025

This review delves into the peroxides or visible light induced metal-free C–H bond cleavage to accomplish C(sp/sp 2 /sp 3 )–H alkylation, alkenylation, arylation, carbonylation, carbamoylation, alkynylation and cyanation.

Язык: Английский

Процитировано

0

Exploring the energetics of Suzuki cross-coupling reaction: A computational study of palladium and nickel catalysts DOI

Laila Roikhatul Jannah,

Aditya Wibawa Sakti, Muhamad Abdulkadir Martoprawiro

и другие.

Molecular Catalysis, Год журнала: 2024, Номер 560, С. 114103 - 114103

Опубликована: Апрель 8, 2024

Язык: Английский

Процитировано

1

Ag–Cu2O Supported Biomass-Derived rGO for Catalyzing Suzuki–Miyaura Cross-Coupling DOI
Mohammad Irani, Nadiya Koukabi, Mohammad Irani

и другие.

Langmuir, Год журнала: 2024, Номер 40(35), С. 18473 - 18485

Опубликована: Авг. 20, 2024

The search for cost-effective, efficient, and ecofriendly heterogeneous catalysts the Suzuki-Miyaura reaction is crucial due to challenges with expensive, toxic homogeneous catalysts. This study centrally aims at crafting a pioneering green catalyst by adorning reduced graphene oxide (rGO), sourced from basil seeds (

Язык: Английский

Процитировано

1

Combining Hammett σ constants for Δ-machine learning and catalyst discovery DOI Creative Commons

V. Diana Rakotonirina,

Marco Bragato, Stefan Heinen

и другие.

Digital Discovery, Год журнала: 2024, Номер 3(12), С. 2487 - 2496

Опубликована: Янв. 1, 2024

We present a simple and fast linear model for discovering organometallic catalysts the Suzuki–Miyaura cross-coupling reaction, using combinatorial approach.

Язык: Английский

Процитировано

1

How does multi-reference computation change the catalysis chemistry? DFT and CASPT2 studies of the Cu-catalysed coupling reactions between aryl iodides and β-diketones DOI
Nan He, Naoki Nakatani, Masahiko Hada

и другие.

Physical Chemistry Chemical Physics, Год журнала: 2023, Номер 25(42), С. 28871 - 28884

Опубликована: Янв. 1, 2023

The molecular mechanism of a Cu-catalysed coupling reaction was theoretically studied using density functional theory (DFT) and the complete active space self-consistent field method followed by second-order perturbation (CASSCF/CASPT2) to investigate effects strong electron correlation Cu centre on profile. Both DFT CASSCF/CASPT2 calculations showed that catalytic cycle proceeds via an oxidative addition (OA) reaction, reductive elimination (RE) where OA is rate-determining step. Although DFT-calculated activation energies RE steps are highly dependent choice functionals, results less affected DFT-optimised geometries. Therefore, with careful assessment based single-point energy evaluation, optimal geometry good qualitative use for energetics at CASPT2 level theory. Based changes in populations 3d orbitals during steps, characteristic features electronic structure were qualitatively consistent those calculated CASSCF method. Further analysis natural orbital occupancy wavefunction ground state almost single-reference this system effect can be dealt MP2 or CCSD method, too. However, slightly smaller occupation numbers 3dπ course reactions suggested Cu(III) appears through interaction between C-I antibonding σ* step, Cu-C

Язык: Английский

Процитировано

1

酸性触媒廃液からの硫化物法によるNi回収プロセスと硫化沈殿物の化学特性 DOI Open Access
Hisanori Iwai, Shun’ichi Ishii, Keishi Oyama

и другие.

Journal of the Society of Powder Technology Japan, Год журнала: 2023, Номер 60(10), С. 600 - 606

Опубликована: Окт. 10, 2023

This study proposed a sulfidation process as practical approach for recovering Ni from the acidic spent catalyst. can be obtained by precipitate NiS particle adding Na2S in media (pH 3). In presence of chelate agents, 2,2'-bipyridine (bpy), percentage value recovery hydroxylation was only 46%, and improved to 88% sulfidation. XAFS analyses precipitates showed that more than 60% chelate-free oxidized NiSO4; while about 80% remained when it generated bpy-containing condition. However, also bound with bpy particle, revealed FT-IR spectra. From these results, , catalyst, would precipitated an S-Ni-bpy cluster process.

Язык: Английский

Процитировано

1