Transition-metal-catalyzed reactions promoted by cyclic (alkyl or aryl)(amino)carbene ligands DOI Creative Commons
Lixing Zhao, Xiaoming Zeng

Chem, Journal Year: 2022, Volume and Issue: 8(8), P. 2082 - 2113

Published: June 17, 2022

Language: Английский

Metal-catalyzed Markovnikov-type selective hydrofunctionalization of terminal alkynes DOI
Jieping Chen, Wen‐Ting Wei, Zhuocheng Li

et al.

Chemical Society Reviews, Journal Year: 2024, Volume and Issue: 53(14), P. 7566 - 7589

Published: Jan. 1, 2024

Metal-catalyzed highly Markovnikov-type selective hydrofunctionalization of terminal alkynes provides a straightforward and atom-economical route to access 1,1-disubstituted alkenes, which have wide range applications in organic synthesis. However, the transformations are challenging due electronic steric effects during addition process. With development metal-catalyzed synthesis, different metal catalysts been developed solve this challenge, especially for platinum group catalysts. In perspective, we review homogeneous according classified element types as well reaction mechanisms. Future avenues investigation also presented help expand exciting field.

Language: Английский

Citations

19

Recent Advances in the Domain of Cyclic (Alkyl)(Amino) Carbenes DOI Creative Commons
Saroj Kumar Kushvaha, Ankush Mishra, Herbert W. Roesky

et al.

Chemistry - An Asian Journal, Journal Year: 2022, Volume and Issue: 17(7)

Published: Jan. 6, 2022

Isolation of cyclic (alkyl) amino carbenes (cAACs) in 2005 has been a major achievement the field stable due to their better electronic properties. cAACs and bicyclic(alkyl)(amino)carbene (BicAAC) essence are most electrophilic as well nucleophilic known till date. Due excellent properties terms character, have utilized different areas chemistry, including stabilization low valent main group transition metal species, activation small molecules, catalysis. The applications catalysis opened up new avenues research cAAC chemistry. This review summarizes results chemistry published until August 2021.

Language: Английский

Citations

69

Recent Advances in the Functionalization of Terminal and Internal Alkynes DOI

Arti Ramani,

Bhargav Desai,

Monak Patel

et al.

Asian Journal of Organic Chemistry, Journal Year: 2022, Volume and Issue: 11(5)

Published: March 9, 2022

Abstract Alkynes are one of the most fundamental and diverse functional groups utilized in organic synthesis. Over past few years, development efficient synthetic methodologies for functionalization alkynes has been an active area research. A plethora alkyne reactions have reported literature to construct functionalized alkene scaffolds, which important building blocks many natural products, pharmaceuticals, key intermediates various transformations. In this review, we describe recent advances with emphasis on substrate scope, limitations, regioselectivity control applications these reactions. This review covers from 2016 2021.

Language: Английский

Citations

44

N-Heterocyclic Carbenes Capped Metal Nanoparticles: An Overview of Their Catalytic Scope DOI Creative Commons
Moushakhi Ghosh, Shabana Khan

ACS Catalysis, Journal Year: 2023, Volume and Issue: 13(14), P. 9313 - 9325

Published: June 28, 2023

ADVERTISEMENT RETURN TO ISSUEViewpointNEXTN-Heterocyclic Carbenes Capped Metal Nanoparticles: An Overview of Their Catalytic ScopeMoushakhi GhoshMoushakhi GhoshDepartment Chemistry, Indian Institute Science Education and Research Pune, Dr. Homi Bhabha Road, Pashan, Pune 411008, IndiaMore by Moushakhi Ghosh Shabana Khan*Shabana KhanDepartment India*Email: [email protected] (S.K.).More Khanhttps://orcid.org/0000-0002-6844-3954Cite this: ACS Catal. 2023, 13, 14, 9313–9325Publication Date (Web):June 28, 2023Publication History Received22 April 2023Published online28 June inissue 21 July 2023https://pubs.acs.org/doi/10.1021/acscatal.3c01824https://doi.org/10.1021/acscatal.3c01824article-commentaryACS PublicationsCopyright © 2023 American Chemical Society. This publication is available under these Terms Use. Request reuse permissions free to access through this site. Learn MoreArticle Views5159Altmetric-Citations4LEARN ABOUT THESE METRICSArticle Views are the COUNTER-compliant sum full text article downloads since November 2008 (both PDF HTML) across all institutions individuals. These metrics regularly updated reflect usage leading up last few days.Citations number other articles citing article, calculated Crossref daily. Find more information about citation counts.The Altmetric Attention Score a quantitative measure attention that research has received online. Clicking on donut icon will load page at altmetric.com with additional details score social media presence for given article. how calculated. Share Add toView InAdd Full Text ReferenceAdd Description ExportRISCitationCitation abstractCitation referencesMore Options onFacebookTwitterWechatLinked InRedditEmail (11 MB) Get e-AlertscloseSUBJECTS:Catalysts,Catalytic activity,Catalytic reactions,Ligands,Metal nanoparticles e-Alerts

Language: Английский

Citations

27

Cyclic (Alkyl)(amino)carbene Ligands Enable Cu‐Catalyzed Markovnikov Protoboration and Protosilylation of Terminal Alkynes: A Versatile Portal to Functionalized Alkenes** DOI
Yang Gao, S Yazdani, Aaron Kendrick

et al.

Angewandte Chemie International Edition, Journal Year: 2021, Volume and Issue: 60(36), P. 19871 - 19878

Published: June 23, 2021

Abstract Regioselective hydrofunctionalization of alkynes represents a straightforward route to access alkenyl boronate and silane building blocks. In previously reported catalytic systems, high selectivity is achieved with limited scope substrates and/or reagents, general solutions lacking. Herein, we describe selective copper‐catalyzed Markovnikov terminal that facilitated by strongly donating cyclic (alkyl)(amino)carbene (CAAC) ligands. Using this method, both alkyl‐ aryl‐substituted are coupled variety boryl silyl reagents α‐selectivity. The reaction scalable, the products versatile intermediates can participate in various downstream transformations. Preliminary mechanistic experiments shed light on role CAAC ligands process.

Language: Английский

Citations

57

Cyclic (Alkyl)(amino)carbenes: Synthesis of Iminium Precursors and Structural Properties DOI
François Vermersch,

Luana Oliveira,

Joseph Hunter

et al.

The Journal of Organic Chemistry, Journal Year: 2022, Volume and Issue: 87(5), P. 3511 - 3518

Published: Feb. 8, 2022

Using readily available preallylated aldehydes, we report a simple and divergent synthesis of cyclic (alkyl)(amino)carbene (CAAC) iminium precursors. combination crystallographic data steric maps, further elaborate on the specific properties CAAC ligands with respect to state-of-the-art phosphine carbene ligands.

Language: Английский

Citations

31

Recent Advances in Nonprecious Metal Catalysis DOI
Michael C. Haibach, Shashank Shekhar, Tonia S. Ahmed

et al.

Organic Process Research & Development, Journal Year: 2023, Volume and Issue: 27(3), P. 423 - 447

Published: Feb. 17, 2023

Nonprecious-metal-catalyzed alternatives to powerful precious metal transformations are of increasing interest in academia and the pharmaceutical industry due lower cost, better sustainability, toxicity. With continual growth broad field nonprecious catalysis (NPMC), we have chosen highlight selected articles published from March June 2022 which intended examples NPMC that feel may be especially relevant development. We aim inspire academic industrial innovation through discussion herein.

Language: Английский

Citations

23

Updated Progress of the Copper-Catalyzed Borylative Functionalization of Unsaturated Molecules DOI Creative Commons
Bingru Li,

Huayu Liang,

Arumugam Vignesh

et al.

Molecules, Journal Year: 2023, Volume and Issue: 28(5), P. 2252 - 2252

Published: Feb. 28, 2023

Borylation has become a powerful method to synthesize organoboranes as versatile building blocks in organic synthesis, medicinal chemistry, and materials science. Copper-promoted borylation reactions are extremely attractive due the low cost non-toxicity of copper catalyst, mild reaction conditions, good functional group tolerance, convenience chiral induction. In this review, we mainly updated recent advances (from 2020 2022) synthetic transformations C=C/C≡C multiple bonds, C=E bonds mediated by boryl systems.

Language: Английский

Citations

22

Ring-expanded N-heterocyclic carbene (reNHC) complexes: Applications in transition metal catalysis DOI
Tongliang Zhou, Greta Utecht‐Jarzyńska, Michal Szostak

et al.

Coordination Chemistry Reviews, Journal Year: 2024, Volume and Issue: 512, P. 215867 - 215867

Published: April 26, 2024

Language: Английский

Citations

8

(CAAC)Copper Catalysis Enables Regioselective Three-Component Carboboration of Terminal Alkynes DOI
Yang Gao, Nana Kim, Skyler D. Mendoza

et al.

ACS Catalysis, Journal Year: 2022, Volume and Issue: 12(12), P. 7243 - 7247

Published: June 2, 2022

Cyclic(alkyl)(amino)carbene (CAAC) ligands are found to perturb regioselectivity of the copper-catalyzed carboboration terminal alkynes, favoring less commonly observed internal alkenylboron regiosomer through an α-selective borylcupration step. A variety carbon electrophiles participate in reaction, including allyl alcohols derivatives and alkyl halides. The method provides a straightforward selective route versatile tri-substituted compounds that otherwise challenging access.

Language: Английский

Citations

29