Copper‐Metallized Porous N‐Heterocyclic Carbene Ligand Polymer‐Catalyzed Regio‐ and Stereoselective 1,2‐Carboboration of Alkynes DOI Creative Commons
Junsong Jia,

Jin‐Rong Luo,

Wenhao Li

et al.

Advanced Science, Journal Year: 2023, Volume and Issue: 11(7)

Published: Dec. 8, 2023

Alkenylboronates are highly versatile building blocks and valuable reagents in the synthesis of complex molecules. Compared with that monosubstituted alkenylboronates, multisubstituted alkenylboronates is challenging. The copper-catalyzed carboboration alkynes an operationally simple straightforward method for synthesizing bis/trisubstituted alkenylboronates. In this work, a series copper-metallized N-Heterocyclic Carbene (NHC) ligand porous polymer catalysts designed synthesized accordance mechanism carboboration. By using CuCl@POL-NHC-Ph as optimal nanocatalyst, study realizes β-regio- stereoselective (syn-addition) 1,2-carboboration (regioselectivity up to >99:1) satisfactory yields wide range substrates. This work not only overcomes selectivity but also provides new strategy design nanocatalysts their application organic synthesis.

Language: Английский

IPr# Complexes─Highly-Hindered, Sterically-Bulky Cu(I) and Ag(I) N-Heterocyclic Carbenes: Synthesis, Characterization, and Reactivity DOI Creative Commons
Greta Utecht‐Jarzyńska, Szymon Jarzyński, Md. Mahbubur Rahman

et al.

Organometallics, Journal Year: 2024, Volume and Issue: 43(19), P. 2305 - 2313

Published: Sept. 21, 2024

Metal-N-heterocyclic carbene (M-NHC) complexes are well-known as an important class of organometallic compounds widely used in transition-metal catalysis. Taking into account that the steric hindrance around metal center is one major effects M-NHC catalysis, development new, sterically hindered ongoing interest this field research. Herein, we report synthesis and characterization exceedingly hindered, well-defined, air- moisture-stable Cu(I) Ag(I) complexes, [Cu(NHC)Cl] [Ag(NHC)Cl], recently discovered IPr

Language: Английский

Citations

4
Base Mediated 1,2-Carboboration: Direct Access to Multisubstituted Alkenyl and Alkylboronates DOI

Suma Basappa,

Aishwarya Prakash,

K. P. Adithya

et al.

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

Published: April 29, 2025

We have developed a base-mediated 1,2-carboboration of commercially accessible alkynes for the construction regio- and stereodefined alkenylboronates. This unprecedented reaction is enabled by sodium ethoxide (NaOEt) as base alkyl halide an electrophile, with B2pin2 under mild conditions. The protocol simple, clean, more economical compared to reported transition metal-catalyzed systems. highlights this methodology include readily available precursors, broad substrate scope functional group compatibility, gram scale synthesis, late-stage functionalization also applicable carboboration alkenes. Experimental results density theory (DFT) calculations provide insights into mechanism.

Language: Английский

Citations

0
Three‐Component 1,2‐Methylamidation of Alkynes via Coordinating Activation Strategy DOI Creative Commons
Jing Ren, Kaiyun Liu, Ning Wang

et al.

ChemistryOpen, Journal Year: 2025, Volume and Issue: unknown

Published: April 17, 2025

The selective functionalization of carbon–carbon triple bonds with methyl groups remains a challenging task. Herein, the successful development novel copper‐catalyzed three‐component 1,2‐methylamidation bond is reported. readily available coupling partners, picolinamides and alkynes dicumyl peroxide, serve as both source oxidant in this difunctional strategy to access methylated enamides; substrate scope broad, demonstrating good functional group compatibility. synthetic utility reaction also demonstrated through via late‐stage substrates bearing biologically relevant molecules.

Language: Английский

Citations

0
Synthesis and Characterization of Symmetrical N-Heterocyclic Carbene Copper(II) Complexes—An Investigation of the Influence of Pyridinyl Substituents DOI Creative Commons

Bhupendra Adhikari,

Selvam Raju, Raymond Femi Awoyemi

et al.

Molecules, Journal Year: 2024, Volume and Issue: 29(15), P. 3542 - 3542

Published: July 27, 2024

Three new tridentate copper(II)

Language: Английский

Citations

2
Copper‐Metallized Porous N‐Heterocyclic Carbene Ligand Polymer‐Catalyzed Regio‐ and Stereoselective 1,2‐Carboboration of Alkynes DOI Creative Commons
Junsong Jia,

Jin‐Rong Luo,

Wenhao Li

et al.

Advanced Science, Journal Year: 2023, Volume and Issue: 11(7)

Published: Dec. 8, 2023

Alkenylboronates are highly versatile building blocks and valuable reagents in the synthesis of complex molecules. Compared with that monosubstituted alkenylboronates, multisubstituted alkenylboronates is challenging. The copper-catalyzed carboboration alkynes an operationally simple straightforward method for synthesizing bis/trisubstituted alkenylboronates. In this work, a series copper-metallized N-Heterocyclic Carbene (NHC) ligand porous polymer catalysts designed synthesized accordance mechanism carboboration. By using CuCl@POL-NHC-Ph as optimal nanocatalyst, study realizes β-regio- stereoselective (syn-addition) 1,2-carboboration (regioselectivity up to >99:1) satisfactory yields wide range substrates. This work not only overcomes selectivity but also provides new strategy design nanocatalysts their application organic synthesis.

Language: Английский

Citations

4