Cyclopentadienyl capped thorium(iv) porphyrinoid complex DOI
Daniel N. Mangel, James T. Brewster, Gabriel J. Juarez

et al.

Chemical Communications, Journal Year: 2023, Volume and Issue: 60(8), P. 1020 - 1022

Published: Dec. 22, 2023

The reaction between Th( iv ) dipyriamethyrin dichloride and sodium cyclopentadienyl (Cp) results in the formation of a capped thorium complex.

Language: Английский

Planar Chiral Rhodium Complex Based on the Tetrahydrofluorenyl Core for Enantioselective Catalysis DOI
Vladimir B. Kharitonov, Evgeniya Podyacheva, Denis Chusov

et al.

Organic Letters, Journal Year: 2023, Volume and Issue: 25(49), P. 8906 - 8911

Published: Dec. 5, 2023

A simple four-step route to a chiral tetrahydrofluorenyl rhodium catalyst from naturally occurring (−)-α-pinene was developed. Our approach does not use multistep and time-consuming procedures such as HPLC or diastereomeric resolution. The key success lies in the face-selective coordination of sterically hindered ligand, giving only one complex. This proved be highly efficient for asymmetric C–H annulation aryl hydroxamates with alkenes (yield up 95%, 91% ee) at low loading (up 0.4 mol % based on Rh).

Language: Английский

Citations

10
Intermolecular amination of Ethyl Benzo ylacetate via photocatalytic nitrene transfer reactions DOI
Yujing Guo, Yifan Guo,

Luyao Ding

et al.

Organic Chemistry Frontiers, Journal Year: 2025, Volume and Issue: unknown

Published: Jan. 1, 2025

This study reports a photocatalytic nitrene transfer reaction of 1,3-dicarbonyl. A broad range substrates and iodinanes are shown, enabling direct C–H functionalization without the need for pre-formed nucleophilic enolate equivalents.

Language: Английский

Citations

0
Acylsilanes as Weakly Coordinating Directing Groups for Metal-Catalyzed C–H Functionalization DOI
Rowan L. Pilkington, Daniel L. Priebbenow

ACS Catalysis, Journal Year: 2025, Volume and Issue: unknown, P. 6881 - 6894

Published: April 14, 2025

Language: Английский

Citations

0
Recent Advances in Metal-Catalyzed Transformations of Acylsilanes via the Activation of C–Si Bonds DOI
Vishal Kumar Rawat, Mamoru Tobisu

ACS Catalysis, Journal Year: 2025, Volume and Issue: unknown, P. 8706 - 8723

Published: May 8, 2025

Language: Английский

Citations

0
Acylsilanes in Transition-Metal-Catalyzed and Photochemical Reactions: Clarifying Product Formation DOI
Liselle Atkin,

Hannah J. Ross,

Daniel L. Priebbenow

et al.

The Journal of Organic Chemistry, Journal Year: 2023, Volume and Issue: 88(19), P. 14205 - 14209

Published: Sept. 22, 2023

Acylsilanes are able to react as nucleophilic carbene precursors, electrophiles, and directing groups in C–H functionalization. To date, some of the products reportedly formed during transition-metal-catalyzed photochemical reactions involving acylsilanes have been incorrectly assigned. provide clarity, we herein address these structural misassignments detail revised structures. New insights into reactivity were also afforded via discovery that light-induced siloxy carbenes participate intramolecular 1,2-carbonyl addition proximal esters.

Language: Английский

Citations

7
Tetrahydrofluorenyl rhodium complexes: positive impact of p-methoxybenzyl substituent on catalytic annulation reactions DOI Open Access
Vladimir B. Kharitonov, Yulia V. Nelyubina, Dmitry V. Muratov

et al.

Mendeleev Communications, Journal Year: 2024, Volume and Issue: 34(1), P. 57 - 60

Published: Jan. 1, 2024

Language: Английский

Citations

2
Benzocyclobutenone Synthesis Exploiting Acylsilanes as Photofunctional Directing Groups DOI Creative Commons
Rowan L. Pilkington,

Hannah J. Ross,

Liselle Atkin

et al.

Chemical Science, Journal Year: 2024, Volume and Issue: unknown

Published: Jan. 1, 2024

The visible-light irradiation of acylsilane tethered vinyl ketones promotes an intramolecular Stetter-type reaction

Language: Английский

Citations

2
Photoinduced Group Transposition via Iridium‐Nitrenoid Leading to Amidative Inner‐Sphere Aryl Migration DOI
Hoimin Jung, Jungkweon Choi, Daniel S. Kim

et al.

Angewandte Chemie International Edition, Journal Year: 2024, Volume and Issue: 63(36)

Published: June 14, 2024

We herein report a fundamental mechanistic investigation into photochemical metal-nitrenoid generation and inner-sphere transposition reactivity using organometallic photoprecursors. By designing Cp*Ir(hydroxamate)(Ar) complexes, we induced photo-initiated ligand activation, allowing us to explore the amidative σ(Ir-aryl) migration reactivity. A combination of experimental studies, femtosecond transient absorption spectroscopy, density functional theory (DFT) calculations revealed that metal-to-ligand charge transfer enables σ(N-O) cleavage, followed by Ir-acylnitrenoid generation. The final group results in net transposition.

Language: Английский

Citations

2
Cu(I)-Catalyzed Highly Regioselective C–H Amidation of Quinoline N-Oxides with Dioxazolones DOI

Zhiqiang Ren,

Tianhui Feng,

Tianli Gao

et al.

Organic Letters, Journal Year: 2024, Volume and Issue: unknown

Published: Sept. 30, 2024

A Cu(I)-catalyzed highly regioselective synthesis of 2-acetamidequinoline

Language: Английский

Citations

1
Photo-Induced Electrophilic Aromatic Substitution of Ferric Acyl Nitrene DOI

Qian‐Shou Zong,

Tianwen Bai, Guanyinsheng Qiu

et al.

Synthesis, Journal Year: 2023, Volume and Issue: 56(03), P. 496 - 506

Published: Sept. 27, 2023

Abstract A photo-induced intramolecular electrophilic aromatic substitution (SEAr) of N-acyloxyamides using FeCl3 in 1,4-dioxane is reported for the synthesis biologically interesting benzoxazin-3(4H)-ones. It believed that irradiation with a blue LED facilitates reaction, serving as source energy. The SEAr reaction pathway ascribed to electronic effects present aryl ring substrates. also applicable useful scaffolds possessing quinolin-2-one core, such an anticancer reagent and analogues brexipiprazole cilostamide.

Language: Английский

Citations

3