Three-component tandem remote C-H functionalization of naphthalenes by ruthenium catalysis: Modular and concise synthesis of multifunctional naphthalenes DOI Creative Commons

Mao‐Gui Huang,

Yue-Liu-Ting Fu,

Jia‐Wei Li

et al.

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

Published: Dec. 12, 2024

A versatile multi-component strategy for synthesizing multi-functional naphthalenes via ruthenium-catalyzed tandem C5–H functionalization from readily available naphthalene, olefin and alkyl bromide compounds is disclosed.

Language: Английский

Chemodivergent and Enantioselective Synthesis of Spirobi[dihydrophenalene] Structures DOI

Peng Chuan-yong,

Chenhong Wang, Changhui Wu

et al.

Organic Letters, Journal Year: 2025, Volume and Issue: 27(3), P. 869 - 873

Published: Jan. 10, 2025

The development and enantioselective synthesis of two types C2-symmetric spirobi[dihydrophenalene] structures is reported. reaction proceeds via rhodium-catalyzed 2-fold asymmetric conjugate arylation dienones followed by BF3·OEt2-promoted spirocyclization to give the enantiopure spiro products. Additive-dependent chemodivergent 3,3'-diarylated 2,2',3,3'-tetrahydro-1,1'-spirobi[phenalene]-9,9'-diols (3,3'-Ar2-SPHENOLs) corresponding diary ethers from same intermediate achieved. structural properties 3,3'-Ph2-SPHENOL are analyzed, its application in catalysis has been preliminarily demonstrated.

Language: Английский

Citations

1
Chromium‐Catalyzed Reductive Cross‐Coupling to Construct C−SS Bonds from Unactivated Alkyl Electrophiles DOI

Chao‐Peng Zhang,

Tian‐Zhang Wang,

Kang Wu

et al.

ChemCatChem, Journal Year: 2024, Volume and Issue: 16(15)

Published: March 15, 2024

Abstract Low‐valent chromium catalysts are cheap and less toxic compared to other transition metal catalysts. Here in, we reported a ligand‐free chromium(III)‐catalyzed manganese reductive cross‐coupling of unactivated alkyl electrophiles, such as sulfonates chlorides, with trisulfide dioxides thiolation agents form carbon−sulfur bonds. The powerful method featured ample substrate scope wide functional group tolerance, constructing large number unsymmetrical disulfides under simple conditions.

Language: Английский

Citations

7
Room-Temperature Rh(I)-Catalyzed P(III)-Directed C–H Bond Alkylation: Enhanced Reactivity through Ligand Acceleration DOI
Jian Zhang, Jean‐François Soulé

ACS Catalysis, Journal Year: 2025, Volume and Issue: unknown, P. 2839 - 2846

Published: Feb. 2, 2025

Language: Английский

Citations

0
P(═O)R2-Directed Asymmetric Catalytic C–H Olefination Leading to C–N Axially Chiral Targets DOI

Shengzhou Jin,

Yu Wang, Jun Yan

et al.

Organic Letters, Journal Year: 2025, Volume and Issue: unknown

Published: March 11, 2025

A novel P(═O)R2-directed asymmetric catalytic olefination has been developed, enabling efficient access to carbon–nitrogen axially chiral products with excellent yields (up 92%) and enantioselectivity 99% enantiomeric excess). The synergistic coordination of phosphine oxide functionality l-pGlu-OH the Pd metal center, serving as an directing group ligand, was key success this C–H functionalization system. reaction demonstrated a broad substrate scope, yielding 33 distinct C–N axial products. absolute configuration unambiguously confirmed via X-ray diffraction analysis. Additionally, three representative applications were showcased, involving reduction oxidation produce phosphines related derivatives. plausible cycle mechanism proposed, supported by detailed experimental studies. Aggregates in system identified aggregation-induced polarization experiments.

Language: Английский

Citations

0
Catalytic Atroposelective Synthesis of C−N Axially Chiral Aminophosphines via Dynamic Kinetic Resolution DOI
Carlos Rodríguez-Franco, Esther Roldán‐Molina, Alberto Aguirre‐Medina

et al.

Angewandte Chemie International Edition, Journal Year: 2024, Volume and Issue: 63(37)

Published: June 25, 2024

A ruthenium-catalyzed reductive amination via asymmetric transfer hydrogenation (ATH) has been used to perform an efficient dynamic kinetic resolution (DKR) of N-aryl 2-formyl pyrroles decorated with a phosphine moiety positioned at the ortho' position. The strategy relies on labilization stereogenic axis in substrate facilitated by transient Lewis acid-base interaction (LABI) between carbonyl carbon and phosphorus center. reaction features broad scope aliphatic amines pyrrole scaffolds, proceeds under very mild conditions afford P,N atropisomers good high yields excellent enantioselectivities (up 99 % ee) for both diphenyl dicyclohexylphosphino derivatives.

Language: Английский

Citations

2
Cu-catalyzed enantioselective assembly of axially chiral allylic boronates DOI
Shuai Wang, Jianbo Liu,

Wenyue Ma

et al.

Science China Chemistry, Journal Year: 2024, Volume and Issue: unknown

Published: Oct. 25, 2024

Language: Английский

Citations

2
螺旋取代聚炔圆偏振发光材料研究进展 DOI Creative Commons
Hai Zhong, Biao Zhao,

Jianping Deng

et al.

Scientia Sinica Chimica, Journal Year: 2024, Volume and Issue: 54(8), P. 1289 - 1307

Published: May 28, 2024

圆偏振发光(CPL)材料凭借其独特的光物理特性, 在3D显示、防伪、生物成像、不对称催化等领域展现出巨大的应用潜力. 通常, 手性和发光组分的同时存在是实现CPL的必要条件. 螺旋取代聚炔的手性放大效应赋予其强烈的光学活性, 且主链的动态螺旋结构使其具有刺激响应性, 因而在构筑 CPL材料方面具有显著的优势. 本文依据手性和发光组分之间相互作用方式的不同, 系统地综述了螺旋取代聚炔CPL材料的构筑方法和手性光学性能, 并介绍了其在手性传感、防伪和光电器件方面的应用. 最后, 探讨了该领域当前的挑战和未来的发展前景.

Citations

0
Catalytic Atroposelective Synthesis of C−N Axially Chiral Aminophosphines via Dynamic Kinetic Resolution DOI Creative Commons
Carlos Rodríguez-Franco, Esther Roldán‐Molina, Alberto Aguirre‐Medina

et al.

Angewandte Chemie, Journal Year: 2024, Volume and Issue: 136(37)

Published: June 25, 2024

Abstract A ruthenium‐catalyzed reductive amination via asymmetric transfer hydrogenation (ATH) has been used to perform an efficient dynamic kinetic resolution (DKR) of N ‐aryl 2‐formyl pyrroles decorated with a phosphine moiety positioned at the ortho’ position. The strategy relies on labilization stereogenic axis in substrate facilitated by transient Lewis acid‐base interaction (LABI) between carbonyl carbon and phosphorus center. reaction features broad scope aliphatic amines pyrrole scaffolds, proceeds under very mild conditions afford P , atropisomers good high yields excellent enantioselectivities (up 99 % ee ) for both diphenyl dicyclohexylphosphino derivatives.

Language: Английский

Citations

0
Gold/HNTf2-Cocatalyzed Asymmetric Annulation of Diazo-Alkynes: Divergent Construction of Atropisomeric Biaryls and Arylquinones DOI
Yibo Wang, Wei Liu, Ting Li

et al.

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

Published: Nov. 30, 2024

Due to the inherent challenges posed by linear coordination of gold(I) complexes, asymmetric gold-catalyzed processes remain challenging, particularly in atroposelective synthesis axially chiral skeletons. Except for extremely few examples intramolecular annulations, construction axial chirality via intermolecular alkyne transformation is still undeveloped. Herein, a gold/HNTf

Language: Английский

Citations

0
Three-component tandem remote C-H functionalization of naphthalenes by ruthenium catalysis: Modular and concise synthesis of multifunctional naphthalenes DOI Creative Commons

Mao‐Gui Huang,

Yue-Liu-Ting Fu,

Jia‐Wei Li

et al.

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

Published: Dec. 12, 2024

A versatile multi-component strategy for synthesizing multi-functional naphthalenes via ruthenium-catalyzed tandem C5–H functionalization from readily available naphthalene, olefin and alkyl bromide compounds is disclosed.

Language: Английский

Citations

0