Ruthenium-Catalyzed Β-Alkylation of Secondary Alcohols with Primary Alcohols: Protic N-Heterocyclic Carbene's Promotional Influence DOI
Jing Shi,

Lizhu Zhang,

Panpan Li

и другие.

Опубликована: Янв. 1, 2023

This study investigated the catalytic activities of two Ru complexes with bifunctional metal-ligand cooperativity, named 1b (containing a 2-hydroxypyridyl fragment and protic NHC) 2b (only containing NHC), for C-C bond formation through borrowing hydrogen process. Surprisingly, complex 2b, which lacks fragment, exhibited comparable activity to same catalyst loading in coupling broad range primary secondary alcohols. The efficiency this straightforward system was further demonstrated challenging reaction β-alkylation 1-phenylethanol benzyl alcohol, minimal 0.0001 mol%. highest TOF observed cross-coupling alcohols 13333 h-1. Additionally, found be effective catalysing aliphatic double C-alkylation cyclopentanol. finding holds promise development more catalysts reactions

Язык: Английский

Heteroditopic NHC Ligand Supported Manganese(I) Complexes: Synthesis, Characterization, and Activity as Non‐bifunctional Phosphine‐Free Catalyst for the α‐Alkylation of Nitriles DOI
S. N. R. Donthireddy, Arnab Rit

Chemistry - A European Journal, Год журнала: 2023, Номер 30(1)

Опубликована: Окт. 9, 2023

Abstract In the present work, several manganese(I) complexes of chelating heteroditopic ligands Mn1–3 , featuring ImNHC (imidazol‐2‐ylidene) connected to a 1,2,3‐triazole‐N or tzNHC (1,2,3‐triazol‐5‐ylidene) donors via methylene spacer, with possible modifications at triazole backbone have been synthesized and completely characterized. Notably, CO stretching frequencies, electrochemical analysis, frontier orbital analysis certainly suggest that ImNHC‐tzNHC stronger donation capabilities than related ImNHC‐Ntz ligand in complexes. Moreover, these well‐defined phosphine‐free Mn(I)−NHC found be effective non‐bifunctional catalysts for α‐alkylation nitriles using alcohols importantly, catalyst Mn1 containing weaker triazole‐N donor displayed higher activity compared Mn2 / Mn3 an unsymmetrical bis‐carbene (ImNHC tzNHC). A wide range aryl were coupled diverse (hetero)aromatic as well aliphatic get corresponding products good excellent yields (32 examples, up 95 % yield). The detailed mechanistic studies including deuterium labelling experiments reveal reaction follows Borrowing Hydrogen pathway.

Язык: Английский

Процитировано

5

A heteroditopic NHC and phosphine ligand supported ruthenium(ii)-complex: an effective catalyst for the N-alkylation of amides using alcohols DOI
S. N. R. Donthireddy, Vivek Kumar Singh, Arnab Rit

и другие.

Catalysis Science & Technology, Год журнала: 2022, Номер 12(12), С. 4050 - 4056

Опубликована: Янв. 1, 2022

A heteroditopic Ru( ii )-bis-NHC complex in combination with dppe was developed as an effective catalyst system (0.2 mol% loading) for the N -alkylation of amides and selective mono-/di-alkylation 4-aminobenzamide derivatives excellent yields.

Язык: Английский

Процитировано

8

Reaction of 2-Aminobenzyl Alcohols with β-Dicarbonyl Compounds to Synthesize Quinoline Derivatives in Water Promoted by Active Manganese Dioxide DOI
Yihong Wang,

Wenli Li,

Hailu Lin

и другие.

Chinese Journal of Organic Chemistry, Год журнала: 2024, Номер 44(5), С. 1649 - 1649

Опубликована: Янв. 1, 2024

Язык: Английский

Процитировано

1

Synthesis and reactivity of isomeric Ru complexes with hydroxypyridyl fragment: active catalysts for β‑alkylation of secondary alcohols with primary alcohols DOI
Jing Shi, Panpan Li, Chunjian Qi

и другие.

Journal of Molecular Structure, Год журнала: 2024, Номер 1321, С. 140159 - 140159

Опубликована: Сен. 23, 2024

Язык: Английский

Процитировано

1

Palladium(II) coordination of N-heterocyclic carbene ligands with a triazole moiety in the nitrogen substituent DOI Creative Commons
Andrea Longhi,

Francesca Malori,

Marco Baron

и другие.

Inorganica Chimica Acta, Год журнала: 2024, Номер unknown, С. 122498 - 122498

Опубликована: Дек. 1, 2024

Язык: Английский

Процитировано

0

Ruthenium-Catalyzed Β-Alkylation of Secondary Alcohols with Primary Alcohols: Protic N-Heterocyclic Carbene's Promotional Influence DOI
Jing Shi,

Lizhu Zhang,

Panpan Li

и другие.

Опубликована: Янв. 1, 2023

This study investigated the catalytic activities of two Ru complexes with bifunctional metal-ligand cooperativity, named 1b (containing a 2-hydroxypyridyl fragment and protic NHC) 2b (only containing NHC), for C-C bond formation through borrowing hydrogen process. Surprisingly, complex 2b, which lacks fragment, exhibited comparable activity to same catalyst loading in coupling broad range primary secondary alcohols. The efficiency this straightforward system was further demonstrated challenging reaction β-alkylation 1-phenylethanol benzyl alcohol, minimal 0.0001 mol%. highest TOF observed cross-coupling alcohols 13333 h-1. Additionally, found be effective catalysing aliphatic double C-alkylation cyclopentanol. finding holds promise development more catalysts reactions

Язык: Английский

Процитировано

0