Recent Advances in Gold-Catalyzed Transformations of Vinyldiazo Reagents DOI
Luís A. López,

Olaya Bernardo,

Patricia García‐Martínez

et al.

Synthesis, Journal Year: 2024, Volume and Issue: unknown

Published: June 11, 2024

Abstract Since their discovery in 2011, gold-catalyzed transformations of vinyldiazo compounds have become an important synthetic tool, enabling the identification new reaction patterns that greatly expanded versatility these reagents. In this short review, we showcase most relevant advances been made exciting area research. 1 Introduction 2 Gold-Catalyzed Transformations Vinyldiazo Compounds Involving Metal Carbene Intermediates 2.1 Liu’s Seminal Work: Vinylogous Reactivity Au(I) Vinyl Carbenes 2.2 Reactions with Alkenes 2.3 Alkynes 2.4 Allenes 2.5 Reagents Aromatic 2.6 Nitriles 2.7 Diazo Cross-Couplings 3 That Do Not Involve Initial Dinitrogen Extrusion 3.1 Formal [n+2] Cycloaddition through Moiety 3.2 Activation Non-Diazo Reagent 4 Conclusions

Language: Английский

Spectroscopic Manifestations and Implications for Catalysis of Quasi‐d10Configurations in Formal Gold(III) Complexes DOI Creative Commons
Evgeniya A. Trifonova, Isaac F. Leach, Winfried B. de Haas

et al.

Angewandte Chemie International Edition, Journal Year: 2022, Volume and Issue: 62(3)

Published: Nov. 3, 2022

Abstract Several gold +I and +III complexes are investigated computationally spectroscopically, focusing on the d‐configuration physical oxidation state of metal center. Density functional theory calculations reveal non‐negligible electron‐sharing covalent character metal‐to‐ligand σ‐bonding framework. The bonding gold(III) is shown to be isoelectronic formal Cu III complex [Cu(CF 3 ) 4 ] 1− , in which center tries populate its formally unoccupied 3d x2‐y2 orbital via σ‐bonding, leading a reduced d 10 I description. However, Au L ‐edge X‐ray absorption spectroscopy reveals excitation into d‐orbital species still possible, showing that genuine configuration not achieved. We also find an increased nature σ‐bonds species, relative their Ag analogues, due low‐lying 6s orbital. propose form similar bonds with substrates, owing primarily participation 5d or orbital, respectively, bonding, indicating why often have reactivity.

Language: Английский

Citations

8
SbCl3 Initiated Aerobic Phosphorylation of sp3 C−H Bond: A Facile Approach to α‐Phosphorylated Tetrahydroisoquinolines DOI
Yuemei Li, Shuwei Zhang,

Qiyuan Ma

et al.

Chemistry - An Asian Journal, Journal Year: 2022, Volume and Issue: 17(19)

Published: Aug. 10, 2022

An aerobic phosphorylation of N-aryltetrahydroisoquinolines was realized by SbCl3 initiated sp3 C-H bond functionalization, providing a series α-aminophosphonates in high yields. This work reveals that /O2 is an efficient and facile catalyst system to enable the antimony containing reagents might be potentially applied more general transformations.

Language: Английский

Citations

5
Steric, Electronic and Conformational Synergistic Effects in the Gold(I)‐catalyzed α‐C−H Bond Functionalization of Tertiary Amines** DOI
David Fabian León Rayo,

Ali Mansour,

Wenbin Wu

et al.

Angewandte Chemie, Journal Year: 2022, Volume and Issue: 135(3)

Published: Sept. 28, 2022

Abstract Direct C−H bond functionalization is a useful strategy for the straightforward formation of C−C and C−Heteroatom bonds. In present work, unique approach challenging electrophilic Au‐catalyzed α ‐ tertiary amines presented. Electronic, steric conformational synergistic effects exerted by use malonate unit in substrate were key to success this transformation. This new reactivity was applied synthesis tetrahydro‐γ‐carboline products which, under oxidative conditions, could be converted into valuable structural motifs found bioactive alkaloid natural products.

Language: Английский

Citations

5
Gold catalysis in organic synthesis: fifteen years of research in India DOI
Debasish Mandal, Anil Kumar, Nitin T. Patil

et al.

DELETED, Journal Year: 2022, Volume and Issue: 88(4), P. 501 - 527

Published: Sept. 5, 2022

Gold catalysis has emerged as an important tool in the field of synthetic organic chemistry for selective functionalization C–C multiple bonds. The research India on gold focuses diverse fields starting from methodology developments to synthesis molecular scaffolds their potential application medicinal and material science. Herein, we present a comprehensive overview gold-catalyzed transformations that were reported last fifteen years.

Language: Английский

Citations

3
Recent Advances in Gold-Catalyzed Transformations of Vinyldiazo Reagents DOI
Luís A. López,

Olaya Bernardo,

Patricia García‐Martínez

et al.

Synthesis, Journal Year: 2024, Volume and Issue: unknown

Published: June 11, 2024

Abstract Since their discovery in 2011, gold-catalyzed transformations of vinyldiazo compounds have become an important synthetic tool, enabling the identification new reaction patterns that greatly expanded versatility these reagents. In this short review, we showcase most relevant advances been made exciting area research. 1 Introduction 2 Gold-Catalyzed Transformations Vinyldiazo Compounds Involving Metal Carbene Intermediates 2.1 Liu’s Seminal Work: Vinylogous Reactivity Au(I) Vinyl Carbenes 2.2 Reactions with Alkenes 2.3 Alkynes 2.4 Allenes 2.5 Reagents Aromatic 2.6 Nitriles 2.7 Diazo Cross-Couplings 3 That Do Not Involve Initial Dinitrogen Extrusion 3.1 Formal [n+2] Cycloaddition through Moiety 3.2 Activation Non-Diazo Reagent 4 Conclusions

Language: Английский

Citations

0