Nestor Bracho Pozsoni, Fady Nahra, Kristof van Hecke, Catherine S. J. Cazin* and Steven P. Nolan*,
{"title":"Impact of the N-Heterocyclic Carbene (NHC) Ligand on the trans-[Pd(NHC)(NH2nBu)Cl2] Precatalyst Architecture in C–N Bond-Forming Reactions","authors":"Nestor Bracho Pozsoni, Fady Nahra, Kristof van Hecke, Catherine S. J. Cazin* and Steven P. Nolan*, ","doi":"10.1021/acs.organomet.4c0041910.1021/acs.organomet.4c00419","DOIUrl":null,"url":null,"abstract":"<p >Two straightforward synthetic procedures leading to air- and moisture-stable <i>trans</i>-[Pd(NHC)(NH<sub>2</sub><sup><i>n</i></sup>Bu)Cl<sub>2</sub>] precatalysts are presented. These complexes, obtained by adding <i>n</i>-butylamine to [Pd(NHC)(μ-Cl)Cl]<sub>2</sub> or <i>trans</i>-[Pd(NHC)(DMS)Cl<sub>2</sub>] precursors (DMS, dimethyl sulfide), demonstrate superior catalytic activity compared to their DMS counterparts in Buchwald–Hartwig amination reactions. Utilizing a more sustainable solvent (2-MeTHF), the catalyst loading was halved to 0.1 mol %, establishing this new system as a highly efficient and environmentally more friendly alternative to previous systems.</p>","PeriodicalId":56,"journal":{"name":"Organometallics","volume":"43 22","pages":"2963–2971 2963–2971"},"PeriodicalIF":2.5000,"publicationDate":"2024-11-11","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Organometallics","FirstCategoryId":"92","ListUrlMain":"https://pubs.acs.org/doi/10.1021/acs.organomet.4c00419","RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q2","JCRName":"CHEMISTRY, INORGANIC & NUCLEAR","Score":null,"Total":0}
引用次数: 0
Abstract
Two straightforward synthetic procedures leading to air- and moisture-stable trans-[Pd(NHC)(NH2nBu)Cl2] precatalysts are presented. These complexes, obtained by adding n-butylamine to [Pd(NHC)(μ-Cl)Cl]2 or trans-[Pd(NHC)(DMS)Cl2] precursors (DMS, dimethyl sulfide), demonstrate superior catalytic activity compared to their DMS counterparts in Buchwald–Hartwig amination reactions. Utilizing a more sustainable solvent (2-MeTHF), the catalyst loading was halved to 0.1 mol %, establishing this new system as a highly efficient and environmentally more friendly alternative to previous systems.
期刊介绍：
Organometallics is the flagship journal of organometallic chemistry and records progress in one of the most active fields of science, bridging organic and inorganic chemistry. The journal publishes Articles, Communications, Reviews, and Tutorials (instructional overviews) that depict research on the synthesis, structure, bonding, chemical reactivity, and reaction mechanisms for a variety of applications, including catalyst design and catalytic processes; main-group, transition-metal, and lanthanide and actinide metal chemistry; synthetic aspects of polymer science and materials science; and bioorganometallic chemistry.
京公网安备 11010802042870号
京ICP备2023020795号-1
分享
求助内容：
应助结果提醒方式：
扫码关注我们
