Recent Advances in Dearomative Partial Reduction of Benzenoid Arenes DOI

De‐Hai Liu,

Jiajia Ma

Angewandte Chemie, Journal Year: 2024, Volume and Issue: 136(21)

Published: March 14, 2024

Abstract Dearomative partial reduction is an extraordinary approach for transforming benzenoid arenes and has been well‐known many decades, as exemplified by the dehydrogenation of Birch hydroarylation Crich addition. Despite its remarkable importance in synthesis, this field experienced slow progress over last half‐century. However, a revival observed with recent introduction electrochemical photochemical methods. In Minireview, we summarize advancements dearomative arenes, including dihydrogenation, hydroalkylation, arylation, alkenylation, amination, borylation others. Further, intriguing utilization synthesis natural products also emphasized. It anticipated that Minireview will stimulate further arene transformations.

Language: Английский

Recent Advances in Dearomative Partial Reduction of Benzenoid Arenes DOI

De‐Hai Liu,

Jiajia Ma

Angewandte Chemie International Edition, Journal Year: 2024, Volume and Issue: 63(21)

Published: March 14, 2024

Abstract Dearomative partial reduction is an extraordinary approach for transforming benzenoid arenes and has been well‐known many decades, as exemplified by the dehydrogenation of Birch hydroarylation Crich addition. Despite its remarkable importance in synthesis, this field experienced slow progress over last half‐century. However, a revival observed with recent introduction electrochemical photochemical methods. In Minireview, we summarize advancements dearomative arenes, including dihydrogenation, hydroalkylation, arylation, alkenylation, amination, borylation others. Further, intriguing utilization synthesis natural products also emphasized. It anticipated that Minireview will stimulate further arene transformations.

Language: Английский

Citations

15
C–H functionalization through benzylic deprotonation with π-coordination or cation–π-interactions DOI
Hui Zhu, Yu Wu, Jianyou Mao

et al.

Chemical Society Reviews, Journal Year: 2025, Volume and Issue: unknown

Published: Jan. 1, 2025

Transition-metals bind arene π-systems, removing e − density and acidifying benzylic C–H’s. Main group metals achieve this via cation–π interactions. Both interactions enable catalytic base-promoted selective C–H functionalization.

Language: Английский

Citations

1
Transition-Metal-Catalyzed Dehydrogenative (3 + 2) Annulation of Aromatic Compounds: Synthesis of Indenes and Indanes via Dual Functionalization of Benzylic and ortho C–H Bonds DOI

Wen‐Qiang Wu,

Hang Shi

The Journal of Organic Chemistry, Journal Year: 2023, Volume and Issue: 88(20), P. 14264 - 14273

Published: Oct. 9, 2023

Intermolecular (3 + 2) annulation emerges as a potent approach for constructing 5-membered carbocycles through the fusion of two distinct components. This synopsis encapsulates recent strides in realm transition-metal-catalyzed dehydrogenative aromatic hydrocarbons, achieved dual functionalization benzylic and ortho C–H bonds. Encompassing three pivotal strategies, namely, (i) bond activation, (ii) oxidation, (iii) π-coordination this review offers an overview field's developments.

Language: Английский

Citations

7
Chiral Bis(binaphthyl) Cyclopentadienyl Ligands for Rhodium-Catalyzed Desymmetrization of Diarylmethanes via Selective Arene Coordination DOI

Wen‐Qiang Wu,

Pei‐Pei Xie, Leyao Wang

et al.

Journal of the American Chemical Society, Journal Year: 2024, Volume and Issue: unknown

Published: Sept. 18, 2024

Owing to substantial advances in the past several decades, transition-metal-catalyzed asymmetric reactions have garnered considerable attention as pivotal methods for constructing chiral molecules from abundant, readily available achiral counterparts. These are largely attributed development of ligands that control stereochemistry through steric repulsion and other noncovalent interactions between functional groups or prochiral centers on substrates. However, stereocontrol weakens dramatically with increasing distance reaction site group center. Herein, we report a symphonic strategy remote Rh(III)-catalyzed benzylic C-H bond addition diarylmethanes which two aryl motifs differ at

Language: Английский

Citations

1
Strategies for Arene Dissociation from Transition Metal eta-6-Arene Complexes DOI Creative Commons
Brett D. Akana-Schneider, Yahui Guo, Bryan Parnitzke

et al.

Dalton Transactions, Journal Year: 2024, Volume and Issue: unknown

Published: Jan. 1, 2024

Transition metal η 6 -arene complexes have unique properties that facilitate a variety of arene substitution reactions, rendering π-activation powerful approach for functionalization.

Language: Английский

Citations

1
Recent Advances in Dearomative Partial Reduction of Benzenoid Arenes DOI

De‐Hai Liu,

Jiajia Ma

Angewandte Chemie, Journal Year: 2024, Volume and Issue: 136(21)

Published: March 14, 2024

Abstract Dearomative partial reduction is an extraordinary approach for transforming benzenoid arenes and has been well‐known many decades, as exemplified by the dehydrogenation of Birch hydroarylation Crich addition. Despite its remarkable importance in synthesis, this field experienced slow progress over last half‐century. However, a revival observed with recent introduction electrochemical photochemical methods. In Minireview, we summarize advancements dearomative arenes, including dihydrogenation, hydroalkylation, arylation, alkenylation, amination, borylation others. Further, intriguing utilization synthesis natural products also emphasized. It anticipated that Minireview will stimulate further arene transformations.

Language: Английский

Citations

0