α-Alkylation of Nitriles with Alcohols Catalyzed by NNN′ Pincer Ru(II) Complexes Bearing Bipyridyl Imidazoline Ligands DOI

Zhihui Zhu,

Yigao Li,

Yanbing Wang

et al.

Organometallics, Journal Year: 2019, Volume and Issue: 38(9), P. 2156 - 2166

Published: April 23, 2019

A series of unsymmetrical NNN′ ruthenium(II) complexes supported by a tridentate bipyridyl imidazoline ligand with variable steric hindrance (2a–c; R1 = tBu, iPr, or Bn) and electronic effect (2d–h; R2 H, CH3, OCH3, Br, NO2) were prepared. The molecular structures ligands 1f 1g, Ru complex 2a further determined X-ray single-crystal diffraction. catalytic activity these eight for α-alkylation nitriles alcohols was evaluated, which could be controlled the substituents on moiety. 2h bearing strong electron-withdrawing group (R2 demonstrated highest activity, alkylated achieved in up to 97% yield.

Language: Английский

Nickel‐Catalyzed Selective Synthesis of α‐Alkylated Ketones via Dehydrogenative Cross‐Coupling of Primary and Secondary Alcohols DOI

Amreen K. Bains,

Ayanangshu Biswas, Debashis Adhikari

et al.

Advanced Synthesis & Catalysis, Journal Year: 2021, Volume and Issue: 364(1), P. 47 - 52

Published: Oct. 11, 2021

Abstract Herein, we describe an isolable, air‐stable, homogeneous, nickel catalyst that performs dehydrogenative cross‐coupling reaction between secondary and primary alcohols to result α‐alkylated ketone products selectively. The sequence of steps involve in this one‐pot is dehydrogenation both alcohols, condensation the aldehyde, hydrogenation situ‐generated α,β‐unsaturated ketone. Preliminary mechanistic investigation hints a radical mechanism following borrowing hydrogen reaction. magnified image

Language: Английский

Citations

28

Nickel-Catalyzed α-Alkylation of Arylacetonitriles with Challenging Secondary Alcohols DOI
Ratnakar Saha, Surajit Panda, Amareshwar Nanda

et al.

The Journal of Organic Chemistry, Journal Year: 2023, Volume and Issue: 89(10), P. 6664 - 6676

Published: Jan. 3, 2023

Nickel(II) complex 1 was utilized as a sustainable catalyst for α-alkylation of arylacetonitriles with challenging secondary alcohols. Arylacetonitriles wide range functional groups were tolerated, and various cyclic acyclic alcohols to yield large number α-alkylated products. The plausible mechanism involves the base-promoted activation precatalyst an active 2 (dehydrochlorinated product) which activates O–H C–H bonds alcohol in dehydrogenative pathway.

Language: Английский

Citations

13

A strategic approach for Csp3–H functionalization of 9H-fluorene: an acceptorless dehydrogenation and borrowing hydrogen approach DOI
Rahul Sharma, Avijit Mondal,

Arup Samanta

et al.

Catalysis Science & Technology, Journal Year: 2023, Volume and Issue: 13(3), P. 611 - 617

Published: Jan. 1, 2023

Herein, we described the selective synthesis of both alkylated and alkenylated fluorenes using a single SNS ligand derived nickel complex.

Language: Английский

Citations

12

Ni nanoparticle/Nitrogen-doped ordered mesoporous carbon as catalyst for C- and N-alkylation of ketones and amines with primary alcohols DOI

Zahra Nasresfahani

Journal of Organometallic Chemistry, Journal Year: 2025, Volume and Issue: unknown, P. 123570 - 123570

Published: Feb. 1, 2025

Language: Английский

Citations

0

α-Alkylation of Nitriles with Alcohols Catalyzed by NNN′ Pincer Ru(II) Complexes Bearing Bipyridyl Imidazoline Ligands DOI

Zhihui Zhu,

Yigao Li,

Yanbing Wang

et al.

Organometallics, Journal Year: 2019, Volume and Issue: 38(9), P. 2156 - 2166

Published: April 23, 2019

A series of unsymmetrical NNN′ ruthenium(II) complexes supported by a tridentate bipyridyl imidazoline ligand with variable steric hindrance (2a–c; R1 = tBu, iPr, or Bn) and electronic effect (2d–h; R2 H, CH3, OCH3, Br, NO2) were prepared. The molecular structures ligands 1f 1g, Ru complex 2a further determined X-ray single-crystal diffraction. catalytic activity these eight for α-alkylation nitriles alcohols was evaluated, which could be controlled the substituents on moiety. 2h bearing strong electron-withdrawing group (R2 demonstrated highest activity, alkylated achieved in up to 97% yield.

Language: Английский

Citations

35