3d-Metal Catalyzed C–C Bond Formation Through α-Alkylation of Ester, Amide, and Nitriles with Alcohol via Dehydrogenative Coupling DOI
Koushik Sarkar, Animesh Das, Biplab Maji

et al.

Topics in organometallic chemistry, Journal Year: 2023, Volume and Issue: unknown, P. 63 - 91

Published: Jan. 1, 2023

Language: Английский

Enable biomass-derived alcohols mediated alkylation and transfer hydrogenation DOI Creative Commons
Xixi Liu, Liang Huang,

Yuandie Ma

et al.

Nature Communications, Journal Year: 2024, Volume and Issue: 15(1)

Published: Aug. 15, 2024

A single-atom catalyst with generally regarded inert Zn–N4 motifs derived from ZIF-8 is unexpectedly efficient for the activation of alcohols, enabling alcohol-mediated alkylation and transfer hydrogenation. C-alkylation nitriles, ketones, N-heterocycles, amides, keto acids, esters, N-alkylation amines amides all go smoothly developed method. Taking α-alkylation nitriles alcohols as an example, starts (1) nitrogen-doped carbon support catalyzed dehydrogenation into aldehydes, which further condensed to give vinyl followed by (2) hydrogenation C=C bonds in on sites. The experimental results DFT calculations reveal that Lewis acidic Zn-N4 sites promote step activating alcohols. This first example highly catalysts various organic transformations biomass-derived alkylating reagents hydrogen donors. Using carbonyl compounds or synthesis α-alkylated appealing a sustainability perspective. Here, acting acid effectively activates thus promoting reactions using both

Language: Английский

Citations

12

Recent Developments of Transition‐Metal‐Catalyzed Cross‐Coupling of Nitriles and Alcohols DOI
Xiuju Cai,

Xurui Wei,

Ming Huang

et al.

ChemistrySelect, Journal Year: 2024, Volume and Issue: 9(32)

Published: Aug. 22, 2024

Abstract Cross‐coupling of nitriles and alcohols offers an environmentally friendly atom‐economical method for the synthesis various valuable compounds. These compounds include α ‐alkylated ‐olefinated nitriles, primary amines, imines, N ‐alkylation amides, ‐heterocycles, δ ‐hydroxynitriles, olefins, etc . Herein, we have reviewed recent developments (from 2013–date) transition‐metal‐catalyzed cross‐coupling alcohols. A number transition metal complexes such as noble metals Ru Ir, well base Mn, Fe, Co, Ni are presented. Moreover, different product types, reaction conditions mechanisms discussed to understand catalyst development.

Language: Английский

Citations

4

Chemodivergent Dehydrogenative Coupling of Alcohols by 3d Metal Catalysts DOI

Sadhna Bansal,

Benudhar Punji

ChemCatChem, Journal Year: 2024, Volume and Issue: 16(12)

Published: Feb. 19, 2024

Abstract Chemodivergent synthesis by transition metal catalysts is a straightforward and sustainable approach to achieving valuable organic compounds. Especially, the chemodivergent dehydrogenative couplings of alcohols with motifs develop various saturated unsaturated compounds are highly environmentally benign due reduced waste generation. In this concept review, we presented 3d (Mn, Fe, Co, Ni)‐catalyzed imines amines, carbonyl/alcohol compounds, nitriles, N ‐heterocycles, N‐/C‐alkylated indoles. The discussed reaction commanded two or three different products high chemoselectivity changing specific parameters, but keeping catalyst unchanged. Generally, acceptorless coupling (ADC) provides moieties, whereas borrowing‐hydrogen (BH) process results in

Language: Английский

Citations

3

Ni2P Nanoparticles Supported on N, P Co-Doped Carbon as Catalyst for α-Alkylation of Arylacetonitriles with Alcohols DOI
Tianyue Su, Junsheng Wang, Chun Cai

et al.

ACS Applied Nano Materials, Journal Year: 2024, Volume and Issue: 7(8), P. 8914 - 8925

Published: April 10, 2024

The nickel phosphides have garnered increasing attention as an excellent catalytic site in the fields of electrocatalysis and hydrotreating, but their application organic synthesis remains infrequent. In this study, ammonium phosphate chloride were employed doping sources for first time to synthesize Ni-based ZIF-8 precursor via host–guest method. Subsequently, was pyrolyzed obtain Ni2P nanoparticles (NPs) supported on N, P co-doped carbon. composite materials exhibit elevated metal loading effective dispersion due synergistic combination phosphorus nickel. Specifically, compared with Ni-NC, optimal Ni2P-NCP-1 exhibits enhanced activity α-alkylation arylacetonitriles alcohols using KOH base. It shows a wide broad substrate scope at 140 °C 12 h n-octane hydrogen borrowing strategy. Through characterizations mechanistic studies, it has been discovered that introduction source not only provides more basic sites carbon matrix also leads formation NPs, which facilitates efficiency by modifying electronic structure Ni. Compared metallic Ni species, effect between acid-basic significantly influences dehydrogenation generate Ni–H species. This study successfully achieves simultaneous phosphating both support, demonstrates N2P-NCP-1 catalyst significant potential heterogeneous transformation field.

Language: Английский

Citations

3

Development of an imidazole-based N,N-bidentate ligand for the manganese catalyzed direct coupling of nitriles with alcohols DOI Creative Commons
Qian Tang, Dingguo Song,

Kali Zhang

et al.

RSC Advances, Journal Year: 2024, Volume and Issue: 14(19), P. 12978 - 12982

Published: Jan. 1, 2024

This work describes the manganese catalyzed direct coupling of nitriles with alcohols assistance a set simple and new imidazole-based N , -bidentate ligands.

Language: Английский

Citations

3

Synthesis of Stilbenes by Cyanide/Base-Mediated Coupling of Benzylic Chlorides and Alcohols DOI
Robert Madsen, Johanna Schichler

Synthesis, Journal Year: 2024, Volume and Issue: 56(15), P. 2371 - 2378

Published: Feb. 26, 2024

Abstract A straightforward procedure has been developed for the direct synthesis of stilbenes from benzylic chlorides and alcohols. The transformation employs a two-step one-pot protocol where chloride is first subjected to substitution with potassium cyanide in o-xylene. Without workup, resulting arylacetonitrile then reacted directly alcohol tert-butoxide generate stilbene framework. condensation performed variety commercially available alcohols afford substituted as pure E-isomers. kinetic isotope effect 5.2 measured overall when comparing benzyl α,α-d 2-benzyl alcohol. release during final elimination confirmed by picrate test. Thus, tert-butoxide-mediated believed proceed an E1cB mechanism deprotonation reaction constitutes rate-determining step.

Language: Английский

Citations

0

3d-Metal Catalyzed C–C Bond Formation Through α-Alkylation of Ester, Amide, and Nitriles with Alcohol via Dehydrogenative Coupling DOI
Koushik Sarkar, Animesh Das, Biplab Maji

et al.

Topics in organometallic chemistry, Journal Year: 2023, Volume and Issue: unknown, P. 63 - 91

Published: Jan. 1, 2023

Language: Английский

Citations

0