Tetrahedron chem最新文献_第8页

Supramolecular hydrogelation triggered by a gold catalyst 金催化剂引发的超分子水凝胶作用

Tetrahedron chem Pub Date : 2024-03-01 DOI: 10.1016/j.tchem.2023.100058

Tomoya Yamamoto , Akiko Nakamura , Akari Mukaimine , Katsunori Tanaka

{"title":"Supramolecular hydrogelation triggered by a gold catalyst","authors":"Tomoya Yamamoto , Akiko Nakamura , Akari Mukaimine , Katsunori Tanaka","doi":"10.1016/j.tchem.2023.100058","DOIUrl":"10.1016/j.tchem.2023.100058","url":null,"abstract":"<div><p>Supramolecular gels formed by self-assembly of low-molecular-weight gelators have been attracting attention as biomaterials. In particular, various triggers for supramolecular hydrogelation, such as enzymatic reactions, have been developed to selectively induce the formation of gels at targeted sites <em>in vivo</em>. However, there are still limitations to the methods for triggering self-assembly, such as the selectivity of hydrogelation at targeted sites. Here, we report the first example of a low-molecular-weight hydrogelator whose gelation is triggered by catalytic amount of transition-metal complexes. This gelator consists of a substrate structure for a ring-closing reaction catalyzed by gold, and this reaction transforms the morphology of fibrils to induce hydrogelation in the presence of peptide additives. This novel trigger for hydrogelation will expand the applicability of a low-molecular-weight gelator <em>in vivo</em> when used with biocompatible metal catalysts.</p></div>","PeriodicalId":74918,"journal":{"name":"Tetrahedron chem","volume":"9 ","pages":"Article 100058"},"PeriodicalIF":0.0,"publicationDate":"2024-03-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://www.sciencedirect.com/science/article/pii/S2666951X23000244/pdfft?md5=6872d804de8e5cf9bc4845ce5bf65596&pid=1-s2.0-S2666951X23000244-main.pdf","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"139015358","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

引用次数: 0

The photoinduced electron transfer (PET) reactions of silyl ethers and their application 硅基醚的光诱导电子转移 (PET) 反应及其应用

Tetrahedron chem Pub Date : 2024-03-01 DOI: 10.1016/j.tchem.2024.100067

Guizhou Yue , Bo Liu

引用次数: 0

A molecular electron density theory study of hydrogen bond catalysed polar Diels–Alder reactions of α,β-unsaturated carbonyl compounds 氢键催化的 α、β-不饱和羰基化合物极性 Diels-Alder 反应的分子电子密度理论研究

Tetrahedron chem Pub Date : 2024-02-22 DOI: 10.1016/j.tchem.2024.100064

Luis R. Domingo , Patricia Pérez , Mar Ríos-Gutiérrez , M. José Aurell

{"title":"A molecular electron density theory study of hydrogen bond catalysed polar Diels–Alder reactions of α,β-unsaturated carbonyl compounds","authors":"Luis R. Domingo , Patricia Pérez , Mar Ríos-Gutiérrez , M. José Aurell","doi":"10.1016/j.tchem.2024.100064","DOIUrl":"https://doi.org/10.1016/j.tchem.2024.100064","url":null,"abstract":"<div><p>The hydrogen bond (HB) catalysed Diels-Alder (DA) reactions of acrolein with cyclopentadiene have been investigated within the Molecular Electron Density Theory (MEDT) at the <em>ω</em>B97X-D/6-311G(d,p) computational level. The formation of HBs increases the electrophilicity of these species, suggesting an acceleration of these polar Diels-Alder (P-DA) reactions with forward electron density flux. Formation of one or two HBs with acrolein decreases the activation energies of the HB-catalysed P-DA reactions by 1.7 (methanol) and 4.0 (squaramide) kcal·mol<sup>−1</sup>, with the corresponding DA reactions exhibiting low <em>endo</em> stereoselectivity. These HB-catalysed DA reactions proceed through non-concerted one-step mechanisms via asynchronous transition state structures (TSs). An Interacting Quantum Atoms (IQA) energy partitioning analysis of the TSs indicates that the intra-atomic stabilization of the acrolein framework, coupled with the increase of the global electron density transfer, plays a crucial role in reducing the activation energies of these HB-catalysed DA reactions.</p></div>","PeriodicalId":74918,"journal":{"name":"Tetrahedron chem","volume":"10 ","pages":"Article 100064"},"PeriodicalIF":0.0,"publicationDate":"2024-02-22","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://www.sciencedirect.com/science/article/pii/S2666951X24000032/pdfft?md5=3c45e65bcb0a8c68ae6311981e65b963&pid=1-s2.0-S2666951X24000032-main.pdf","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"140290639","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

引用次数: 0

Formal synthesis of bastimolide A using a chiral Horner-Wittig reagent and a bifunctional aldehyde as key building blocks 以手性霍纳-维蒂希试剂和双功能醛为关键构件正式合成韧皮部内酯 A

Tetrahedron chem Pub Date : 2024-02-18 DOI: 10.1016/j.tchem.2024.100065

Ibrahim-Ethem Celik , Fabia Mittendorf , Adrián Gómez-Suárez, Stefan F. Kirsch

引用次数: 0

Inverse electron demand Diels-Alder reaction in total synthesis of bioactive natural products 生物活性天然产物全合成中的反电子需求 Diels-Alder 反应

Tetrahedron chem Pub Date : 2024-02-17 DOI: 10.1016/j.tchem.2024.100066

Showkat Rashid , Waseem I. Lone , Auqib Rashid , Bilal A. Bhat

引用次数: 0

Enantioselective α-heterofunctionalization reactions of catalytically generated C1-Lewis base enolates 催化生成的 C1-路易斯碱烯醇的对映体选择性 α-heterofunctionalization 反应

Tetrahedron chem Pub Date : 2024-01-23 DOI: 10.1016/j.tchem.2024.100063

Magdalena Piringer , Lotte Stockhammer , Lukas Vogl , David Weinzierl , Paul Zebrowski , Mario Waser

引用次数: 0

Diversity oriented total synthesis (DOTS) of pyridoquinazolinone alkaloids and their analogues 以多样性为导向的吡啶喹唑啉酮生物碱及其类似物的全合成（DOTS）

Tetrahedron chem Pub Date : 2024-01-19 DOI: 10.1016/j.tchem.2024.100062

Sivappa Rasapalli , Yanchang Huang , Vamshikrishna Reddy Sammeta , Reem Alshehry , Fazmina Anver , James A. Golen , Shivasankar Krishnamoorthy , Subhash P. Chavan

引用次数: 0

Ynones in dearomative spirocyclisation processes; a review 脱芳螺环化过程中的炔酮；综述

Tetrahedron chem Pub Date : 2024-01-14 DOI: 10.1016/j.tchem.2023.100055

Richard J.K. Taylor, William P. Unsworth

{"title":"Ynones in dearomative spirocyclisation processes; a review","authors":"Richard J.K. Taylor, William P. Unsworth","doi":"10.1016/j.tchem.2023.100055","DOIUrl":"10.1016/j.tchem.2023.100055","url":null,"abstract":"<div><p>This review concentrates on our research into the discovery of novel ynone-based dearomative spirocyclisation processes, whilst placing the new chemistry into the context of existing knowledge. The genesis of the research programme, the development of efficient synthetic routes to prepare the novel natural products spirobacillene A (<strong>1</strong>) and spirobacillene B (<strong>2</strong>), utilised the dearomative spirocyclisation of indole ynones. This stimulated a much wider study to explore the reactivity of ynones in dearomative spirocyclisation processes more generally. Routes to generate a wide range of spirocycles were subsequently developed, with dearomative reactions of ynones tethered to indoles, benzofurans, benzisoxazoles, pyrroles, pyridines, isoquinolines, pyrazines, cyclic ketimines, and anisoles all discussed herein, with these reactions initiated by catalytic Ag(I), Cu(II), Pd(0), visible light and many other reagents. Asymmetric variants of some of the reactions are also discussed, as is further elaboration of the spirocyclic products to give carbazoles, quinolones, polycycles and other useful synthetic building blocks. Finally, applications of the new methodology in natural product synthesis (<em>e.g</em>. spirobacillene A, lasubine II and indolizidine 209D) are described.</p></div>","PeriodicalId":74918,"journal":{"name":"Tetrahedron chem","volume":"9 ","pages":"Article 100055"},"PeriodicalIF":0.0,"publicationDate":"2024-01-14","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://www.sciencedirect.com/science/article/pii/S2666951X23000219/pdfft?md5=b00a306f15e6e5497d6dca88968ed40d&pid=1-s2.0-S2666951X23000219-main.pdf","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"139538358","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

引用次数: 0

Latest updates in ElectroPhotoChemical reactions 电光化学反应的最新进展

Tetrahedron chem Pub Date : 2023-12-25 DOI: 10.1016/j.tchem.2023.100061

F. Medici , V. Chiroli, L. Raimondi , M. Benaglia

{"title":"Latest updates in ElectroPhotoChemical reactions","authors":"F. Medici , V. Chiroli, L. Raimondi , M. Benaglia","doi":"10.1016/j.tchem.2023.100061","DOIUrl":"https://doi.org/10.1016/j.tchem.2023.100061","url":null,"abstract":"<div><p>In the last twenty years, electrochemistry and photochemistry have attracted a renewed and still uprising interest in organic synthesis. Two of the most simple and abundant reagents, electrons and photons, became the key players in synthetic chemistry as cornerstones of developing greener and sustainable chemical processes. An interesting strategy that recently emerged is the possibility of merging the two worlds in what is called ElectroPhotoChemistry (EPC). In particular, this review will focus on the most recent contributions in the field. The basic principles of EPC will be presented along with a discussion of the published works of the last few years. Electrophotochemical oxidation/reduction reactions will be discussed, including in this section the transformations of a C–H bond to a C-X (X: heteroatom). In the C–H activation chapter the formation of C–C bond, starting from a C–H bond, will be considered. Finally, the miscellaneous chapter includes examples which do not clearly belong to the previous categories.</p></div>","PeriodicalId":74918,"journal":{"name":"Tetrahedron chem","volume":"9 ","pages":"Article 100061"},"PeriodicalIF":0.0,"publicationDate":"2023-12-25","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://www.sciencedirect.com/science/article/pii/S2666951X2300027X/pdfft?md5=39901c65a1a77116384777ef9d4b7040&pid=1-s2.0-S2666951X2300027X-main.pdf","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"139099781","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

引用次数: 0

Strategic use of crude H2 for the catalytic reduction of carbonyl compounds 将粗 H2 用于羰基化合物催化还原的战略用途

Tetrahedron chem Pub Date : 2023-12-23 DOI: 10.1016/j.tchem.2023.100059

Mahiro Sakuraba , Sensuke Ogoshi , Yoichi Hoshimoto

引用次数: 0