Helvetica Chimica Acta最新文献_第10页

Playing with Protic Additives to Improve the Outcome of Rhodium-Catalyzed Hydroarylation of Fullerene C60 with Arylboronic Acids 利用原生添加剂改善富勒烯 C60 与芳基硼酸的铑催化加氢反应结果

IF 1.8 4区化学

Helvetica Chimica Acta Pub Date : 2023-12-15 DOI: 10.1002/hlca.202300206

Merve Ergun Dönmez, Måns Eriksson, Gustav Hulu, Michael Nordström, Helena Grennberg

{"title":"Playing with Protic Additives to Improve the Outcome of Rhodium-Catalyzed Hydroarylation of Fullerene C60 with Arylboronic Acids","authors":"Merve Ergun Dönmez, Måns Eriksson, Gustav Hulu, Michael Nordström, Helena Grennberg","doi":"10.1002/hlca.202300206","DOIUrl":"10.1002/hlca.202300206","url":null,"abstract":"A new one-phase process for hydroarylation of C60 fullerene using arylboronic acids and a rhodium catalyst in an aromatic solvent containing soluble protic additives is described. Yields of monohydroarylated product with tert-butanol and water as the protic additive range from 14 to 50 % depending on which arylboronic acid is used after reaction times of 4 hours or less which is a significant improvement from the outcome of reactions carried out using conditions from the literature. Accurate monitoring of reaction outcomes was achieved by a combination of UV-Vis spectroscopy and 1H-NMR spectroscopy: C60 conversion was determined using an analytical HPLC-UV-vis method employing commonly available columns for the separation, while product formation was quantified by 1H-NMR spectroscopy with an internal standard. Moreover, two new arylboronic acids carrying 4-alkynyl aryl substituents, synthesized using Sonogashira couplings, are reported, as well as the use of these in the hydroarylation of C60.","PeriodicalId":12842,"journal":{"name":"Helvetica Chimica Acta","volume":"107 2","pages":""},"PeriodicalIF":1.8,"publicationDate":"2023-12-15","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://onlinelibrary.wiley.com/doi/epdf/10.1002/hlca.202300206","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"138689858","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

引用次数: 0

Hydroalkylation of 1,1-Diarylalkenes Mediated by Magnesium Hydride in Ethereal Solvents 乙太溶剂中氢化镁介导的 1,1-二芳基烯烃氢烷基化反应

IF 1.8 4区化学

Helvetica Chimica Acta Pub Date : 2023-12-14 DOI: 10.1002/hlca.202300212

Nattawadee Chaisan, Eugene Yew Kun Tan, Shunsuke Chiba

引用次数: 0

Twofold Alkenylation of Thiophenes with N-Vinylcarbazole via Iron-Catalyzed Regioselective C−H/C−H Coupling 通过铁催化的区域选择性 C-H/C-H 偶联使噻吩与 N-乙烯基咔唑发生双烯丙基化反应

IF 1.8 4区化学

Helvetica Chimica Acta Pub Date : 2023-12-12 DOI: 10.1002/hlca.202300210

Takahiro Doba, Rui Shang, Eiichi Nakamura

{"title":"Twofold Alkenylation of Thiophenes with N-Vinylcarbazole via Iron-Catalyzed Regioselective C−H/C−H Coupling","authors":"Takahiro Doba, Rui Shang, Eiichi Nakamura","doi":"10.1002/hlca.202300210","DOIUrl":"10.1002/hlca.202300210","url":null,"abstract":"The incorporation of the vinylene motif into conjugated molecules notably elevates the HOMO level, augmenting both emissive and conductive properties while enhancing responsiveness to external stimuli. This study focuses on the regioselective C−H/C−H coupling of N-vinylcarbazole with thiophenes, offering an efficient route to N-vinylene-incorporated conjugated molecules for the development of organic electronic materials. Traditional palladium-catalyzed Fujiwara-Moritani (FM) reactions proved ineffective for C−H alkenylation with N-vinylcarbazole. In response, we have developed an iron-catalyzed twofold alkenylation method for conjugated thiophenes with N-vinylcarbazole, utilizing trimethylaluminum as the base and diethyl oxalate as the oxidant. This reaction occurs regioselectively at the C2−H (or C5−H) bond of the thiophenes and the terminal position of N-vinylcarbazole. It also successfully produces short thiophene polymers end-capped with N-vinylcarbazole, demonstrating the potential for synthesizing polymeric donor materials. The enamine products exhibit blue-to-green emission, high fluorescence quantum yield, and visible light responsivity for stereo-isomerization, indicating promising applications in organic electronics.","PeriodicalId":12842,"journal":{"name":"Helvetica Chimica Acta","volume":"107 2","pages":""},"PeriodicalIF":1.8,"publicationDate":"2023-12-12","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://onlinelibrary.wiley.com/doi/epdf/10.1002/hlca.202300210","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"138632226","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

引用次数: 0

Alternative Routes to 4,6-O-Benzylidene β-Thioglycosides 4,6-O-亚苄基 β-硫代糖苷的替代途径

IF 1.8 4区化学

Helvetica Chimica Acta Pub Date : 2023-12-11 DOI: 10.1002/hlca.202300193

Daniela Imperio, Filippo Valloni, Luigi Panza

引用次数: 0

A Special Issue Dedicated to Professor Andrea Vasella 献给 Andrea Vasella 教授的特刊

IF 1.8 4区化学

Helvetica Chimica Acta Pub Date : 2023-12-06 DOI: 10.1002/hlca.202300213

Karin Briner, Werngard Czechtizky, Thomas Storz, Bruno Bernet, Roland Bürli, Alexander Ernst

引用次数: 0

Thirty-Three Years Member of the Group Vasella by Bruno Bernet 瓦塞拉小组成员三十三年》，布鲁诺-贝尔内著