Beilstein Journal of Organic Chemistry最新文献_第8页

Advances in the use of metal-free tetrapyrrolic macrocycles as catalysts. 无金属四吡咯大环催化剂的研究进展。

IF 2.2 4区化学

Beilstein Journal of Organic Chemistry Pub Date : 2024-11-27 eCollection Date: 2024-01-01 DOI: 10.3762/bjoc.20.257

Mandeep K Chahal

{"title":"Advances in the use of metal-free tetrapyrrolic macrocycles as catalysts.","authors":"Mandeep K Chahal","doi":"10.3762/bjoc.20.257","DOIUrl":"https://doi.org/10.3762/bjoc.20.257","url":null,"abstract":"This review provides an overview of recent progress made in the field of catalysis using metal-free tetrapyrrolic macrocycles, focusing on calix[4]pyrroles, porphyrins and corroles, which are structurally related to porphyrins. Calix[4]pyrroles are versatile receptors in supramolecular chemistry while porphyrins are considered as 'pigment of life' due to their role in vital biological processes. Beyond their natural functions, synthetic porphyrins have been applied in various fields, including organometallic catalysis, dye-sensitized solar cells, sensing, artificial olfactory systems, photodynamic therapy (PDT), anticancer drugs, biochemical probes, and electrochemical devices. Relevant examples of these two pyrrolic macrocycles as metal-free organocatalysts, photocatalysts, and electrocatalysts are presented here. The effect of macrocyclic structural modifications such as their functionalization with different substituents, distortion from planarity, conformational flexibility and rigidity towards catalytic activity are presented, highlighting the potential of these two macrocycles as metal-free catalysts.","PeriodicalId":8756,"journal":{"name":"Beilstein Journal of Organic Chemistry","volume":"20 ","pages":"3085-3112"},"PeriodicalIF":2.2,"publicationDate":"2024-11-27","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://www.ncbi.nlm.nih.gov/pmc/articles/PMC11610490/pdf/","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142765997","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

Synthesis of the 1,5-disubstituted tetrazole-methanesulfonylindole hybrid system via high-order multicomponent reaction. 高阶多组分反应合成1,5-二取代四唑-甲磺酰吲哚杂化体系。

IF 2.2 4区化学

Beilstein Journal of Organic Chemistry Pub Date : 2024-11-26 eCollection Date: 2024-01-01 DOI: 10.3762/bjoc.20.256

Cesia M Aguilar-Morales, América A Frías-López, Nadia V Emilio-Velázquez, Alejandro Islas-Jácome, Angelica Judith Granados-López, Jorge Gustavo Araujo-Huitrado, Yamilé López-Hernández, Hiram Hernández-López, Luis Chacón-García, Jesús Adrián López, Carlos Jesús Cortés-García

引用次数: 0

Enantioselective regiospecific addition of propargyltrichlorosilane to aldehydes catalyzed by biisoquinoline N,N'-dioxide. 生物异喹啉N，N'-二氧化氮催化丙基三氯硅烷对醛的对映选择性加成反应。

IF 2.2 4区化学

Beilstein Journal of Organic Chemistry Pub Date : 2024-11-25 eCollection Date: 2024-01-01 DOI: 10.3762/bjoc.20.255

Noble Brako, Sreerag Moorkkannur Narayanan, Amber Burns, Layla Auter, Valentino Cesiliano, Rajeev Prabhakar, Norito Takenaka

引用次数: 0

Extension of the π-system of monoaryl-substituted norbornadienes with acetylene bridges: influence on the photochemical conversion and storage of light energy. 用炔桥扩展单芳基取代的降冰片二烯的π系统：对光化学转化和光能储存的影响。

IF 2.2 4区化学

Beilstein Journal of Organic Chemistry Pub Date : 2024-11-21 eCollection Date: 2024-01-01 DOI: 10.3762/bjoc.20.254

Robin Schulte, Dustin Schade, Thomas Paululat, Till J B Zähringer, Christoph Kerzig, Heiko Ihmels

{"title":"Extension of the π-system of monoaryl-substituted norbornadienes with acetylene bridges: influence on the photochemical conversion and storage of light energy.","authors":"Robin Schulte, Dustin Schade, Thomas Paululat, Till J B Zähringer, Christoph Kerzig, Heiko Ihmels","doi":"10.3762/bjoc.20.254","DOIUrl":"10.3762/bjoc.20.254","url":null,"abstract":"The photochromic norbornadiene/quadricyclane pair is a promising system for molecular solar thermal (MOST) energy storage, with which solar energy may be converted, stored, and released as heat in one integral molecular system. Herein, we present the synthesis of mono-, bis-, and tris-norbornadiene derivatives with alkynylbenzene and alkynylnaphthalene core units, along with studies of their photochemical properties. The target compounds were synthesized by Sonogashira-Hagihara coupling reactions of 2-bromonorbornadiene and the corresponding arylacetylenes. The norbornadienes showed absorption maxima in the range of 310-345 nm and long-wavelength zero onsets of up to 420 nm. The photoisomerization quantum yields were as high as 59% per photoisomerization event and the resulting quadricyclanes showed half-lives of up to 8 h at room temperature. Furthermore, the norbornadienes were transformed quantitatively into their quadricyclane photoproducts by irradiation with green light (520 nm) in the presence of a photosensitizer.","PeriodicalId":8756,"journal":{"name":"Beilstein Journal of Organic Chemistry","volume":"20 ","pages":"3061-3068"},"PeriodicalIF":2.2,"publicationDate":"2024-11-21","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://www.ncbi.nlm.nih.gov/pmc/articles/PMC11590010/pdf/","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142725357","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

Chemical structure metagenomics of microbial natural products: surveying nonribosomal peptides and beyond. 微生物天然产物的化学结构元组学：非核糖体肽及其他调查。

IF 2.2 4区化学

Beilstein Journal of Organic Chemistry Pub Date : 2024-11-20 eCollection Date: 2024-01-01 DOI: 10.3762/bjoc.20.253

Thomas Ma, John Chu

引用次数: 0

Cyclodextrin-based rotaxanes for polymer materials: challenge on simultaneous realization of inexpensive production and defined structures. 用于聚合物材料的环糊精基轮烷：同时实现低成本生产和确定结构的挑战。

IF 2.2 4区化学

Beilstein Journal of Organic Chemistry Pub Date : 2024-11-19 eCollection Date: 2024-01-01 DOI: 10.3762/bjoc.20.252

Yosuke Akae

引用次数: 0

Tunable full-color dual-state (solution and solid) emission of push-pull molecules containing the 1-pyrindane moiety. 含有 1-pyrindane 分子的推拉式分子的可调谐全彩双态（溶液和固体）发射。

IF 2.2 4区化学

Beilstein Journal of Organic Chemistry Pub Date : 2024-11-19 eCollection Date: 2024-01-01 DOI: 10.3762/bjoc.20.251

Anastasia I Ershova, Sergey V Fedoseev, Konstantin V Lipin, Mikhail Yu Ievlev, Oleg E Nasakin, Oleg V Ershov

{"title":"Tunable full-color dual-state (solution and solid) emission of push-pull molecules containing the 1-pyrindane moiety.","authors":"Anastasia I Ershova, Sergey V Fedoseev, Konstantin V Lipin, Mikhail Yu Ievlev, Oleg E Nasakin, Oleg V Ershov","doi":"10.3762/bjoc.20.251","DOIUrl":"10.3762/bjoc.20.251","url":null,"abstract":"A facile method for the synthesis of arylidene derivatives of pyrindane - (E)-7-arylmethylene-2-chloro-6,7-dihydro-5H-cyclopenta[b]pyridine-3,4-dicarbonitriles - was developed. Tunable full-color emission was achieved for the synthesized push-pull molecules, solely by changing donor groups while keeping both the conjugated system and acceptor part of the molecule unchanged. This represents a rare approach for the design of such fluorophores. Arylidene derivatives of pyrindane were found to be efficient fluorescent dyes showing a moderate to high emission quantum yield. The push-pull molecules were also characterized by a dual-state emission (in solution and in the solid state). Emission maxima ranged from 469 to 721 nm in solution depending on the solvent and type of donor substituent, and from 493 to 767 nm in the solid state. For the arylidene derivative of pyrindane with a dimethylamino group, it was shown that fluorescence can be changed by the action of an acid both in solution and in the solid state.","PeriodicalId":8756,"journal":{"name":"Beilstein Journal of Organic Chemistry","volume":"20 ","pages":"3016-3025"},"PeriodicalIF":2.2,"publicationDate":"2024-11-19","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://www.ncbi.nlm.nih.gov/pmc/articles/PMC11590021/pdf/","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142725359","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

Advances in radical peroxidation with hydroperoxides. 氢过氧化物自由基过氧化研究的进展。

IF 2.2 4区化学

Beilstein Journal of Organic Chemistry Pub Date : 2024-11-18 eCollection Date: 2024-01-01 DOI: 10.3762/bjoc.20.249

Oleg V Bityukov, Pavel Yu Serdyuchenko, Andrey S Kirillov, Gennady I Nikishin, Vera A Vil', Alexander O Terent'ev

引用次数: 0

Tailored charge-neutral self-assembled L₂Zn₂ container for taming oxalate. 用于驯服草酸盐的定制电荷中性自组装 L2Zn2 容器。

IF 2.2 4区化学

Beilstein Journal of Organic Chemistry Pub Date : 2024-11-18 eCollection Date: 2024-01-01 DOI: 10.3762/bjoc.20.250

David Ocklenburg, David Van Craen

{"title":"Tailored charge-neutral self-assembled L2Zn2 container for taming oxalate.","authors":"David Ocklenburg, David Van Craen","doi":"10.3762/bjoc.20.250","DOIUrl":"10.3762/bjoc.20.250","url":null,"abstract":"Dicarboxylic acids and their derivatives play crucial roles in various biological processes, necessitating the development of effective receptors for their detection. In particular, the smallest dicarboxylate, oxalate, presents a significant importance due to its widespread presence in nature and its association with various diseases. Yet, very little attention was devoted to the recognition of oxalate with metal-driven self-assemblies like cages or containers while numerous classic organic receptors for oxalate exist. This discrepancy is astonishing because metallocontainers or metallocages have advantages over classic macrocycles or organocages like a higher modularity and good preorganization paired with a ready receptor preparation by metal complexation. The reason for the underrepresentation is the competitive nature and excellent ligand properties of oxalate which not only is associated with the aforementioned diseases but also poses a serious hazard for metal-driven self-assemblies because the dianion can easily replace ligand strands leading to a partial or full receptor decomposition. Herein, we present a charge-neutral zinc(II)-based metallocontainer which was tuned to contest oxalate as most competitive dicarboxylate. The dianion is bound in a 1:1 fashion with a binding constant of log K = 4.39 selectively over other dicarboxylates by maintaining the receptor stability. This study highlights the importance of a highly modular receptor design so that tailored hosts can be designed to tackle the recognition of challenging competitive analytes.","PeriodicalId":8756,"journal":{"name":"Beilstein Journal of Organic Chemistry","volume":"20 ","pages":"3007-3015"},"PeriodicalIF":2.2,"publicationDate":"2024-11-18","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://www.ncbi.nlm.nih.gov/pmc/articles/PMC11590019/pdf/","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142725358","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

Synthesis of fluorinated acid-functionalized, electron-rich nickel porphyrins. 氟化酸功能化富电子镍卟啉的合成。

IF 2.2 4区化学

Beilstein Journal of Organic Chemistry Pub Date : 2024-11-15 eCollection Date: 2024-01-01 DOI: 10.3762/bjoc.20.248

Mike Brockmann, Jonas Lobbel, Lara Unterriker, Rainer Herges

引用次数: 0