Selective Ni(I)/Ni(III) Process for Consecutive Geminal C(sp3)–C(sp2) Bond Formation DOI Creative Commons
Xuejiao Li, Yu Gan, Yiyang Wang

et al.

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

Published: Dec. 13, 2024

Ni-catalyzed multicomponent cross-couplings have emerged as a powerful strategy for efficiently constructing complex molecular architectures from diverse array of organic halides. Despite its potential, selectively forming multiple chemical bonds in single operation, particularly the realm cross-electrophile coupling catalysis, remains significant challenge. In this study, we developed consecutive open-shell reductive Ni enabling formation two geminal C(sp

Language: Английский

Allylic C–H oxygenation of unactivated internal olefins by the Cu/azodiformate catalyst system DOI Creative Commons
Le Wang,

Yuan She,

Jie Xiao

et al.

Nature Communications, Journal Year: 2025, Volume and Issue: 16(1)

Published: Jan. 20, 2025

Language: Английский

Citations

0
Room Temperature, Energy Efficient and Facile Synthesis of Propargyl Functionalized Carbon Dots as Nanosensor for Selective Detection of Pd2+ Ion DOI

CHINMAY TIRTHAKAR,

Simon Watre Sangma,

Milan Kumar Dey

et al.

Published: Jan. 1, 2025

Language: Английский

Citations

0
Chemoselective Csp2‐H Radical Alkylation of Aryl Diazonium Salts with 1‐Iodo‐3‐Pentafluorosulfanylbicyclo[1,1,1]pentane (SF5‐BCP‐I)† DOI Open Access
Xin Zhao, Xinyu Li,

Jia‐Yi Shou

et al.

Chinese Journal of Chemistry, Journal Year: 2025, Volume and Issue: unknown

Published: March 20, 2025

Comprehensive Summary The reaction site of aryl diazonium salt was restricted in the position moiety, due to intrinsic electrophilicity moiety. Herein, we described an unprecedented chemoselective alkylation Csp 2 ‐H salts with 1‐iodo‐3‐pentafluorosulfanylbicyclo[1,1,1]pentane (SF 5 ‐BCP‐I). This novel provided efficient access various SF ‐BCP substituted aromatics that might have great potential application drug discovery. Mechanistic experiments and theoretical studies revealed electrophilic radical resulted thermodynamic favorable addition on rather than moiety salt.

Language: Английский

Citations

0
Palladium/rhodium-catalyzed four-component carbonylative difunctionalization of alkynes: Regio- and stereoselective esterification/selenylation to access β-selenyl acrylates DOI
Fengxiang Zhu, Huanan Wu, Xiao‐Feng Wu

et al.

Journal of Catalysis, Journal Year: 2025, Volume and Issue: unknown, P. 116170 - 116170

Published: April 1, 2025

Language: Английский

Citations

0
Palladium-Catalyzed Oxy-olefination of Styrenes toward Fluoroallyl Ethers DOI
Min Zhao, Ying Xu,

Yuanhao Zhu

et al.

ACS Catalysis, Journal Year: 2025, Volume and Issue: unknown, P. 8876 - 8884

Published: May 11, 2025

Language: Английский

Citations

0
Palladium-catalyzed intermolecular asymmetric dearomatizative arylation of indoles and benzofurans DOI Creative Commons
Yang Xi,

Youzhi Xu,

Linlin Fan

et al.

Science Advances, Journal Year: 2025, Volume and Issue: 11(22)

Published: May 30, 2025

Indoles represent one of the most robust and synthetically versatile classes heteroaromatic compounds. However, stereoselective conversion planar indole rings into three-dimensional indoline skeletons bearing multiple stereogenic centers remains a persistent challenge in organic synthesis. Herein, we describe an intermolecular catalytic asymmetric dearomatization simple indoles via palladium-catalyzed three-component cross-coupling reaction. By using readily accessible diazonium salts aromatic boronic acids as arylative reagents under ligand-swap strategy, this method enables efficient construction 2,3-diarylated indolines. Mechanistic studies reveal that chiral BiOx ligand governs highly migratory insertion aryl-palladium intermediate indole’s C═C double bond with complete diastereo- regioselectivity, whereas achiral fumarate facilitates reductive elimination step, corroborated by density functional theory calculations. Furthermore, protocol is extended to dearomative diarylation benzofurans, affording 2,3-dihydrobenzofuran derivatives high stereocontrol.

Language: Английский

Citations

0
Cobalt-Catalyzed Enantioselective Reductive Addition of Ketimine with Cyclopropyl Chloride to Construct the Chiral Amino Esters Bearing Cyclopropyl Fragments DOI
Jiangtao Hu, Tingting Xia, Xianqing Wu

et al.

Organic Chemistry Frontiers, Journal Year: 2024, Volume and Issue: 11(22), P. 6311 - 6318

Published: Jan. 1, 2024

Co-catalyzed asymmetric reductive addition of ketimine with cyclopropyl chloride has been realized to access diverse chiral amino esters bearing fragments broad functional group tolerance and excellent enantioselectivities.

Language: Английский

Citations

1
Theoretical Investigations of Para-Methoxystyrene/Styrene Polymerization Catalyzed by Cationic Methyl- and Dibenzobarrelene-Based α-Diimine Palladium Complexes DOI Creative Commons

Ling Zhu,

Yi Luo, Xin Wen

et al.

Inorganics, Journal Year: 2024, Volume and Issue: 12(12), P. 315 - 315

Published: Dec. 5, 2024

The polymerization mechanism of para-methoxystyrene catalyzed by cationic α-diimine palladium complexes with various ancillary ligands was rigorously examined using density functional theory. In the classical methyl-based complex [{(2,6-iPr2C6H3)-N=C(Me)-C(Me)=N-2,6-iPr2C6H3)}PdMe]+ (A+), 2,1-insertion is favored over 1,2-insertion, both thermodynamically and kinetically, during chain initiation step. resulting η3-π-benzyl intermediates face a substantial energy barrier, yielding only trace amounts polymer, as experimentally verified. contrast, dibenzobarrelene-based [{(2,6-iPr2C6H3)-N=C(R)-C(R)=N-2,6-iPr2C6H3)}PdMe]+ (R = dibenzobarrelene, B+) shows similar barriers for 2,1- 1,2-insertions. Continuous 2,1/2,1 or 2,1/1,2 insertions are impeded excessive barriers. However, theoretical calculations reveal that 1,2-insertion product can seamlessly transition into propagation stage, producing polymer high 1,2-regioselectivity. observed activity A+ B+ towards stems from barrier differences between 1,2- 2,1-insertions, influenced steric hindrance ligands. Further investigation effects on stage involved computational modeling analogous increased bulk. These studies established direct correlation difference ∆∆G (1,2–2,1) van der Waals volume ligand. Larger volumes correspond to reduced differences, thus enhancing regioselectivity polymerization. Moreover, experimental inertness styrene attributed formation stable kinetic thermodynamic intermediates, which obstruct further monomer insertion due an extremely reactive barrier. findings contribute deeper understanding mechanistic aspects offer insights designing new metal catalysts para-alkoxystyrenes.

Language: Английский

Citations

0
Theoretical study of Ni(0)-catalyzed intermolecular hydroamination of branched 1,3-dienes: reaction mechanism, regioselectivity, enantioselectivity, and prediction of the ligand DOI
Fen Wang, Changbao Chen, Feng Zhang

et al.

Journal of Molecular Modeling, Journal Year: 2024, Volume and Issue: 31(1)

Published: Dec. 11, 2024

Language: Английский

Citations

0
Selective Ni(I)/Ni(III) Process for Consecutive Geminal C(sp3)–C(sp2) Bond Formation DOI Creative Commons
Xuejiao Li, Yu Gan, Yiyang Wang

et al.

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

Published: Dec. 13, 2024

Ni-catalyzed multicomponent cross-couplings have emerged as a powerful strategy for efficiently constructing complex molecular architectures from diverse array of organic halides. Despite its potential, selectively forming multiple chemical bonds in single operation, particularly the realm cross-electrophile coupling catalysis, remains significant challenge. In this study, we developed consecutive open-shell reductive Ni enabling formation two geminal C(sp

Language: Английский

Citations

0