European Journal of Organic Chemistry最新文献

Iridium Catalyzed Asymmetric Hydrogenation of 5‐Methylene‐Benzosuberanes 铱催化5 -亚甲基-苯并亚烷的不对称加氢反应

IF 2.8 3区化学

European Journal of Organic Chemistry Pub Date : 2026-11-09 DOI: 10.1002/ejoc.70929

Martí Sidro, Noa Belmonte, Sara Benetti, Alba Sors‐Vendrell, Antoni Riera, Xavier Verdaguer

引用次数: 0

Copper‐Catalyzed Borylative Dearomatization of Internal Alkynes With Pyrimidinium Salts and Diborons 铜催化内炔与嘧啶盐和二硼的硼化脱芳反应

IF 2.8 3区化学

European Journal of Organic Chemistry Pub Date : 2026-11-09 DOI: 10.1002/ejoc.70972

Jinbao Wang, Fazhou Yang, Nianci Zhang, Chun Wang, Shuifei Zhao, Yujie Dong, Hongchao Guo, Cheng Zhang

引用次数: 0

Desulfurative Tandem Cyclization of 1,6‐Enynes and Thiols via Photoredox Catalysis: Access to Polysubstituted Piperidines 光氧化还原催化1,6 -炔和巯基的脱硫串联环化：获得多取代哌啶

IF 2.8 3区化学

European Journal of Organic Chemistry Pub Date : 2026-11-09 DOI: 10.1002/ejoc.70969

Hongda Xia, Jiangna Yue, Xike Wang, Zeye Han, Siliang You, Rongshun Chen

引用次数: 0

Dimeric Cu(I) Hydride‐Catalyzed Alkene Hydrogenation and Imine Olefination: Mechanistic Insights Into Stereocontrol 二聚体Cu(I)氢化物催化烯烃加氢和亚胺烯烃：立体控制的机理见解

IF 2.8 3区化学

European Journal of Organic Chemistry Pub Date : 2026-11-09 DOI: 10.1002/ejoc.70977

Xuzhuo Yang, Hui Li

{"title":"Dimeric Cu(I) Hydride‐Catalyzed Alkene Hydrogenation and Imine Olefination: Mechanistic Insights Into Stereocontrol","authors":"Xuzhuo Yang, Hui Li","doi":"10.1002/ejoc.70977","DOIUrl":"https://doi.org/10.1002/ejoc.70977","url":null,"abstract":"This work employs density functional theory to elucidate the mechanism of CuH‐catalyzed reductive cross‐coupling between activated alkenes and imines for stereoselective C═C bond formation. Computational analysis reveals that dinuclear CuH complexes are not only thermodynamically more stable than their mononuclear analogues but also feature a sterically congested coordination environment that enforces an outer‐sphere hydrogen migration pathway—enabling direct formation of the key anionic intermediate INT1a . INT1a then undergoes nucleophilic addition to the imine ( R2 ), a step critically facilitated by potassium pyridin‐4‐olate ( KOpyr ), which simultaneously stabilizes the developing negative charge on the imine nitrogen and coordinates to the Bpin oxygen in the ensuing intermediate INT3 . Conformational reorganization via C a ─C c bond rotation in INT3 generates a well‐defined, low‐energy geometry that preorganizes the system for antielimination, thereby ensuring stereospecific E‐olefin formation and underpinning the high diastereoselectivity observed experimentally. Furthermore, this study identifies a cooperative electronic role of the Bpin group in R1 during C═C bond activation and demonstrates that cis–trans isomerization of the E ‐alkene product is both thermodynamically disfavored and kinetically inaccessible under dinuclear CuH catalysis, thereby providing a rigorous, mechanism‐grounded theoretical rationale for the experimentally stereochemical fidelity.","PeriodicalId":167,"journal":{"name":"European Journal of Organic Chemistry","volume":"10 4 1","pages":""},"PeriodicalIF":2.8,"publicationDate":"2026-11-09","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"149374596","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

引用次数: 0

Chiral Copper(II) Complex‐Catalyzes Site‐Selective Monofunctionalization of Levoglucosan Analogs 手性铜（II）配合物催化左旋葡聚糖类似物选择性单功能化

IF 2.8 3区化学

European Journal of Organic Chemistry Pub Date : 2026-11-09 DOI: 10.1002/ejoc.70940

Christina Leclerc, Sam Bahadori, Dylan Yorga, Jérôme Désiré, Yves Blériot, Paul A. Johnson, Denis Giguère

引用次数: 0

Transition Metal‐Free C(sp 2 )─Ge Bond Construction and Downstream Functionalization 无过渡金属C（sp 2）─Ge键的构建与下游功能化

IF 2.8 3区化学

European Journal of Organic Chemistry Pub Date : 2026-11-09 DOI: 10.1002/ejoc.70916

Baptiste Neil, Maxence Bonnevial, Guillaume Berionni

引用次数: 0

Effects of Cyclopentadienyl Ligand Structure on Rhodium(III)‐Catalyzed Ortho ‐C─H Arylation of Aryl Ketones 环戊二烯基配体结构对铑（III）催化芳基酮邻C─H芳基化反应的影响

IF 2.8 3区化学

European Journal of Organic Chemistry Pub Date : 2026-11-09 DOI: 10.1002/ejoc.70964

Laura Thirion, Fatima Meziani, Jean‐François Soulé

{"title":"Effects of Cyclopentadienyl Ligand Structure on Rhodium(III)‐Catalyzed Ortho ‐C─H Arylation of Aryl Ketones","authors":"Laura Thirion, Fatima Meziani, Jean‐François Soulé","doi":"10.1002/ejoc.70964","DOIUrl":"https://doi.org/10.1002/ejoc.70964","url":null,"abstract":"Ketones are attractive innate directing groups for C─H bond functionalization, but their weak coordination to transition metals often necessitates harsh conditions. We report a cyclopentadienyl‐ligand‐controlled rhodium(III)‐catalyzed ortho ‐arylation of aryl ketones with arylboronic acid pinacol esters. Comparison of electronically and sterically differentiated ligands identified an electron‐rich, anisotropic 3,4,5‐trimethoxyphenyl‐substituted cyclopentadienyl ligand (Cp TMP *) as the most effective catalyst platform at 80 °C. A preformed cationic rhodium(III) complex containing Cp TMP * afforded the model biaryl ketone in 65% isolated yield, whereas the conventional pentamethylcyclopentadienyl rhodium(III) catalyst was substantially less effective under the same conditions. The reaction accommodates electron‐rich, electron‐deficient, and halogenated arylboronic acid pinacol esters, together with aryl ketones bearing varied alkyl substituents, providing the corresponding biaryl ketones in yields of up to 79%.","PeriodicalId":167,"journal":{"name":"European Journal of Organic Chemistry","volume":"17 1","pages":""},"PeriodicalIF":2.8,"publicationDate":"2026-11-09","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"149374604","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

引用次数: 0

A Synthetic Journey Toward Functional N ‐Amidophenyl‐Substituted Hexaaza[1 6 ]paracyclophanes 功能化N -氨基苯基取代六杂[16]副环番烷的合成研究

IF 2.8 3区化学

European Journal of Organic Chemistry Pub Date : 2026-11-09 DOI: 10.1002/ejoc.70962

Susanne Schneider, Odile Gavat, Junjun Tan, Shoichi Tokunaga, Andrei Golushko, Erol Dan Licsandru, Flavio Picini, Andreas Vargas Jentzsch, Mounir Maaloum, Emilie Moulin, Nicolas Giuseppone

{"title":"A Synthetic Journey Toward Functional N ‐Amidophenyl‐Substituted Hexaaza[1 6 ]paracyclophanes","authors":"Susanne Schneider, Odile Gavat, Junjun Tan, Shoichi Tokunaga, Andrei Golushko, Erol Dan Licsandru, Flavio Picini, Andreas Vargas Jentzsch, Mounir Maaloum, Emilie Moulin, Nicolas Giuseppone","doi":"10.1002/ejoc.70962","DOIUrl":"https://doi.org/10.1002/ejoc.70962","url":null,"abstract":"Conjugated macrocycles hold great promises for applications as photo‐ and electroactive materials. In particular, aza‐[1 n ]paracyclophane was recently described to reach high electrical conductivity in single‐crystal devices due to their tubular assemblies. However, the self‐assembly of these macrocycles in solution and in thin films remains a challenge. Our group reported recently that properly‐designed hexaaza[1 6 ]paracyclophane molecules can self‐assemble in nanotubular structures which can delocalize electrons both through bond within the macrocycle and through space along the supramolecular structure. Nevertheless, accessing these macrocyclic molecules with lateral amide moieties is not straightforward. In this paper, we report the various synthetic strategies we designed to access N ‐amidophenyl‐substituted hexaaza[1 6 ]paracyclophane using Cu‐catalyzed Ullmann coupling and Pd‐catalyzed Buchwald–Hartwig reactions as key steps. The synthetic sequences were designed to reach exclusively 6‐membered macrocycles, to limit purification processes to classical column chromatographies, and to provide ~100 mg scale quantities. The optimized synthetic route allowed to study the light‐responsive properties of a 6‐membered triarylamine‐based macrocycle, following procedures originally developed for simpler triarylamine molecules.","PeriodicalId":167,"journal":{"name":"European Journal of Organic Chemistry","volume":"18 1","pages":""},"PeriodicalIF":2.8,"publicationDate":"2026-11-09","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"149374592","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

引用次数: 0

Expanding the [2.2]Paracyclophane Framework: A New Synthetic Entry to π ‐Extended Derivatives 扩展[2.2]副环环烷框架：π‐扩展衍生物的新合成入口

IF 2.8 3区化学

European Journal of Organic Chemistry Pub Date : 2026-11-09 DOI: 10.1002/ejoc.70887

Beata Suska, Bartosz Szymański, Maciej Majdecki, Maja Morawiak, Przemysław Gaweł

引用次数: 0

Mechanochemical and Sonochemical Green Multicomponent Semisynthesis of Masticadienonic Acid Analogs 乳香二烯酸类似物的机械化学和声化学绿色多组分半合成

IF 2.8 3区化学

European Journal of Organic Chemistry Pub Date : 2026-11-09 DOI: 10.1002/ejoc.70952

Fidel Rodriguez‐Lopez, David Calderón‐Rangel, Rocío Gámez‐Montaño, Hugo A. García‐Gutiérrez

引用次数: 0