Journal of Inclusion Phenomena and Macrocyclic Chemistry最新文献_第4页

The biological activity of tetrakis(benzoxazine) calix[4]resorcinarenes and as a host for small molecules 四（苯并恶嗪）杯状间苯二甲酸酯的生物活性及其作为小分子宿主的作用

IF 1.6 4区化学

Journal of Inclusion Phenomena and Macrocyclic Chemistry Pub Date : 2025-02-01 DOI: 10.1007/s10847-025-01278-0

Jing-Long Liu, Xiao-Dan Ye, Lu-Si Chen, Ai-Quan Jia, Qian-Feng Zhang

{"title":"The biological activity of tetrakis(benzoxazine) calix[4]resorcinarenes and as a host for small molecules","authors":"Jing-Long Liu, Xiao-Dan Ye, Lu-Si Chen, Ai-Quan Jia, Qian-Feng Zhang","doi":"10.1007/s10847-025-01278-0","DOIUrl":"10.1007/s10847-025-01278-0","url":null,"abstract":"<div><p>New ten tetrakis(benzoxazine) calix[4]resorcinarenes modified by organic amine through Mannich reaction were obtained in this paper. Compounds <b>2</b> ~ <b>11</b> were characterized by infrared spectroscopies, nuclear magnetic resonance spectroscopies. The structure of compounds <b>2</b>, <b>10</b> and <b>11</b> was characterized by single crystal X-ray diffraction. Compound <b>7</b> possesses a MIC value of 3.13 μg/mL against <i>S. Aureus</i>, demonstrating a favorable inhibitory effect, and a MIC value of 6.25 μg/mL against <i>E. Coli</i>, likewise showing a good inhibitory effect. The UV and <sup>1</sup>H NMR titration experiments were conducted to explore the host–guest chemistry between compound <b>10</b> and acetonitrile molecules, indicating that compound <b>10</b> exhibited encapsulation behavior towards acetonitrile molecules through hydrogen bonding interactions. Then Hirshfeld surface analysis showed that H⋅⋅⋅H, C − H⋅⋅⋅O, C − H⋅⋅⋅π, O − H⋅⋅⋅O played an important role in the crystal accumulation of compounds <b>2</b>, <b>10</b> and <b>11</b>.</p></div>","PeriodicalId":638,"journal":{"name":"Journal of Inclusion Phenomena and Macrocyclic Chemistry","volume":"105 5-6","pages":"349 - 362"},"PeriodicalIF":1.6,"publicationDate":"2025-02-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145160768","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"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

MEMS vibration sensor-based edge AI for machinery fault prediction: feasibility study using a petrochemical plant process simulation facility 基于MEMS振动传感器的边缘人工智能机械故障预测：石化厂过程模拟设施的可行性研究

IF 2.3 4区化学

Journal of Inclusion Phenomena and Macrocyclic Chemistry Pub Date : 2025-01-22 DOI: 10.1007/s10847-025-01277-1

Daehyeon Ji, Jun Yub Kim, Hyeon Woo Kim, Yangkyu Park

{"title":"MEMS vibration sensor-based edge AI for machinery fault prediction: feasibility study using a petrochemical plant process simulation facility","authors":"Daehyeon Ji, Jun Yub Kim, Hyeon Woo Kim, Yangkyu Park","doi":"10.1007/s10847-025-01277-1","DOIUrl":"10.1007/s10847-025-01277-1","url":null,"abstract":"<div><p>Because of the presence of large quantities of flammable and explosive substances, a petrochemical plant requires artificial intelligence (AI)-based monitoring systems to enhance safety and mitigate accident risks. Herein, we demonstrate the feasibility of using microelectromechanical system (MEMS) vibration sensors in petrochemical plants by experimentally comparing their performance with those of conventional vibration sensors on the basis of the prediction accuracy of a one-dimensional time-series convolutional neural network model. In particular, we established a petrochemical plant process simulation facility to effectively collect anomaly data, which is exceptionally rare in real-world petrochemical plants. The petrochemical plant process simulation facility was employed to simulate fixture looseness, and two types of leak conditions as well as normal operation. Then, a MEMS sensor was used to collect six-axis data from both its accelerometer and gyroscope, while a conventional sensor captured only three-axis data from its accelerometer. When considering single-axis data, the MEMS sensor demonstrated superior classification accuracy (85.46%) compared to the conventional vibration sensor (80.94%). Moreover, when multiaxis data were used, with six and three axes from the MEMS and conventional sensors, respectively, both systems achieved similar performance outcomes (MEMS sensor: 99.91%, conventional sensor: 99.94%). These results indicate that MEMS sensors can effectively complement conventional vibration sensors, offering a cost-effective and scalable approach for monitoring petrochemical plants.</p></div>","PeriodicalId":638,"journal":{"name":"Journal of Inclusion Phenomena and Macrocyclic Chemistry","volume":"105 3-4","pages":"249 - 259"},"PeriodicalIF":2.3,"publicationDate":"2025-01-22","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143835563","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"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

Inclusion of diuron, neburon, and linuron into β-CD a multi-equilibrium GFN2-xTB study 多平衡GFN2-xTB研究中diuron， neburon和linuron包合β-CD

IF 1.6 4区化学

Journal of Inclusion Phenomena and Macrocyclic Chemistry Pub Date : 2025-01-20 DOI: 10.1007/s10847-025-01276-2

Gleicy Teixeira, Carolina Lúcia Cardoso Ribeiro, Paulo Henrique Bento Ramos, Cleber Paulo Andrada Anconi

{"title":"Inclusion of diuron, neburon, and linuron into β-CD a multi-equilibrium GFN2-xTB study","authors":"Gleicy Teixeira, Carolina Lúcia Cardoso Ribeiro, Paulo Henrique Bento Ramos, Cleber Paulo Andrada Anconi","doi":"10.1007/s10847-025-01276-2","DOIUrl":"10.1007/s10847-025-01276-2","url":null,"abstract":"<div><p>Distinct association constants related to including the phenylurea herbicide diuron into β-CD were reported along experiments carried out over the years. From the literature, we found association constants for this particular system corresponding to 125 M<sup>−1</sup> (2002), 750 ± 50 M<sup>−1</sup>(2004), 175.86 ± 4.21 M<sup>−1</sup>(2012), and 269.73 M<sup>−1</sup> (2019). Since the association constants are essential parameters for CD-based systems, we decided to apply the recently developed theoretical multi-equilibrium GFN2-xTB quantum approach to determine the most representative value for diuron included in β-CD. Within the additional investigation of linuron and neburon, other phenyl urea herbicides comprising chlorine atoms attached to the aromatic ring investigated within the experimental study published in 2002, we apply our theoretical approach to treat 16,308 arrangements in aqueous media. We concluded that an experimental binding constant equal to 750 ± 50 M<sup>−1</sup> is coherent to the diu@β-CD system. Furthermore, the GFN2-xTB/multi-equilibrium approach suggests that K (lin@β-CD) < K(neb@β-CD) < K (diu@β-CD) and distinct guest orientations contribute to each binding constant in solution.</p><h3>Graphical Abstract</h3>\u0000<div><figure><div><div><picture><source><img></source></picture></div></div></figure></div></div>","PeriodicalId":638,"journal":{"name":"Journal of Inclusion Phenomena and Macrocyclic Chemistry","volume":"105 5-6","pages":"311 - 323"},"PeriodicalIF":1.6,"publicationDate":"2025-01-20","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145167765","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"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

Synthesis, structural characterization, and luminescence properties of zinc(II) coordination polymers containing bis(4-pyridyl)benzylamine 含双（4-吡啶基）苄胺锌（II）配位聚合物的合成、结构表征及发光性能

IF 2.3 4区化学

Journal of Inclusion Phenomena and Macrocyclic Chemistry Pub Date : 2025-01-15 DOI: 10.1007/s10847-025-01275-3

Ihsan Ullah, Ngoc Tram Anh Le, Kil Sik Min

{"title":"Synthesis, structural characterization, and luminescence properties of zinc(II) coordination polymers containing bis(4-pyridyl)benzylamine","authors":"Ihsan Ullah, Ngoc Tram Anh Le, Kil Sik Min","doi":"10.1007/s10847-025-01275-3","DOIUrl":"10.1007/s10847-025-01275-3","url":null,"abstract":"<div><p>Two new zinc(II) coordination polymers [Zn(bpba)<sub>2</sub>(NO<sub>3</sub>)<sub>2</sub>]<sub>n</sub> (<b>1</b>) and [Zn(bpba)(SO<sub>4</sub>)]<sub>n</sub>•2nH<sub>2</sub>O•nDMF (<b>2</b>) were successfully synthesized by reacting zinc(II) ions with bis(4-pyridyl)benzylamine (bpba) containing different counter anions (NO₃<sup>−</sup> and SO<sub>4</sub><sup>2−</sup>). The resulting polymers were fully characterized using various experimental techniques: single-crystal X-ray diffraction analysis, elemental analysis, infrared spectra, ultraviolet/visible spectra, and thermogravimetric analysis. Single-crystal X-ray analyses revealed that the zinc(II) ions in <b>1</b> and <b>2</b> are tetra-coordinated and adopt a distorted tetrahedral geometry. Polymer <b>1</b> exhibits a one-dimensional helical chain structure, which extends into two-dimensional supramolecular networks through hydrogen bonding and C-H•••π interactions. Polymer <b>2</b> adopts a three-dimensional network structure resulting from the coordination of zinc(II) and sulfate ions as well as bpba ligands. An investigation of the solid-state photoluminescence properties of the polymers at room temperature revealed that their emissions were redshifted compared with those of the free ligand, which is attributed to metal-perturbed intra-ligand charge transfer.</p></div>","PeriodicalId":638,"journal":{"name":"Journal of Inclusion Phenomena and Macrocyclic Chemistry","volume":"105 3-4","pages":"149 - 158"},"PeriodicalIF":2.3,"publicationDate":"2025-01-15","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143835700","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"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

Inclusion complexes of serotonin and dopamine with a dioxa-pentaaza-cyclophane 复合胺和多巴胺与二恶英-五氮-环烷的包合物

IF 1.6 4区化学

Journal of Inclusion Phenomena and Macrocyclic Chemistry Pub Date : 2025-01-14 DOI: 10.1007/s10847-024-01274-w

Teresita Moreno-Pérez, Ángel U. Orozco Valencia, Yedith Soberanes, Rogerio R. Sotelo-Mundo, Motomichi Inoue, Hisila Santacruz, Rosa E. Navarro

{"title":"Inclusion complexes of serotonin and dopamine with a dioxa-pentaaza-cyclophane","authors":"Teresita Moreno-Pérez, Ángel U. Orozco Valencia, Yedith Soberanes, Rogerio R. Sotelo-Mundo, Motomichi Inoue, Hisila Santacruz, Rosa E. Navarro","doi":"10.1007/s10847-024-01274-w","DOIUrl":"10.1007/s10847-024-01274-w","url":null,"abstract":"<div><h3>Introduction</h3><p>In attempt to find new type of artificial receptors towards neurotransmitters, NMR studies were carried out on the supramolecular complexation of serotonin and dopamine with a dioxa-pentaaza-cyclophane derived from diethylenetriaminepentaacetic acid (known as DTPA) in neutral aqueous media, in which the macrocycle composed of three phenylene groups is negatively charged with three anionic -CH<sub>2</sub> CO<sub>2</sub><sup>−</sup> arms, whereas the aromatic neurotransmitters carry a cationic -NH<sub>3</sub><sup>+</sup> group.</p><h3>Objectives</h3><p>The main objective of the present study is to find new types of artificial receptors towards neurotransmitters.</p><h3>Methods</h3><p>Aromatic protons in the cyclophane exhibit up-field shifts due to the ring current effect of the neurotransmitters in NMR titration; the through-space interaction is confirmed by NOESY (Nuclear Overhauser Enhancement and Exchange Spectroscopy). Geometry optimization shows that the macrocycle can encapsulate either neurotransmitter molecule to form a 1:1-inclusion complex in which electrostatic and hydrogen-bonding interaction operate between the functional groups of the component molecules.</p><h3>Results</h3><p>The through-space interaction is stronger for serotonin because of its better fitness to the macrocyclic cavity. The thermodynamic stabilities of the complexes are about 20 M<sup>−1</sup> in D<sub>2</sub>O and are very slightly decreased in the coexistence of electrolytes.</p><h3>Conclusion</h3><p>The complexation is promoted by the electrostatic and hydrogen bonds. The resulting ion-pair is stabilized by the successive encapsulation, which protects the weak bonds against the electrostatic field of the electrolyte. The combination of multiple types of interacting sites may be crucial in the design of receptors that can function under isotonic conditions.</p></div>","PeriodicalId":638,"journal":{"name":"Journal of Inclusion Phenomena and Macrocyclic Chemistry","volume":"105 7-8","pages":"399 - 407"},"PeriodicalIF":1.6,"publicationDate":"2025-01-14","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145165024","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"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

Stability constants and DFT calculations of anionic calixarene complexes with antiretroviral drugs Tenofovir and Emtricitabine 阴离子杯芳烃配合物与抗逆转录病毒药物替诺福韦和恩曲他滨的稳定性常数和DFT计算

IF 1.6 4区化学

Journal of Inclusion Phenomena and Macrocyclic Chemistry Pub Date : 2025-01-08 DOI: 10.1007/s10847-024-01273-x

Olga I. Kalchenko, Alexander B. Rozhenko, Serhii O. Cherenok, Anna I. Selikhova, Andriy B. Drapailo, Pilar López-Cornejo, Vitaly I. Kalchenko

{"title":"Stability constants and DFT calculations of anionic calixarene complexes with antiretroviral drugs Tenofovir and Emtricitabine","authors":"Olga I. Kalchenko, Alexander B. Rozhenko, Serhii O. Cherenok, Anna I. Selikhova, Andriy B. Drapailo, Pilar López-Cornejo, Vitaly I. Kalchenko","doi":"10.1007/s10847-024-01273-x","DOIUrl":"10.1007/s10847-024-01273-x","url":null,"abstract":"<div><p>Stability constants of supramolecular host-guest complexes between water-soluble sodium salts of thiacalix[4]arene sulfonic acid (TCS), thiacalix[4]arene methylphosphonic acid (TCPA), calix[4]arene methylene-bisphosphonic acid (CMBPA) (hosts) and the antiretroviral drugs Tenofovir (TFV) and Emtricitabine (FTC) (guests) were determined by HPLC method in 90/10, (v/v) water/acetonitrile solution (<i>K</i><sub><i>A</i></sub> values 1.2 × 10<sup>3</sup> − 9.3 × 10<sup>3</sup> M<sup>− 1</sup>). DFT calculations show that the conformationally flexible calixarenes adopt the conformation (<i>cone</i> or <i>1</i>,<i>3-alternate</i> preferably) suitable to form a number of intermolecular hydrogen bonds with the guest molecules. The water-soluble, low cytotoxic, synthetically available anionic calixarenes TCSA, TCPA and CMBPA with practically unlimited possibilities of chemical modification have the prospect of application in formulations of the antiretroviral drugs and the creation of vectors for their delivery systems.</p></div>","PeriodicalId":638,"journal":{"name":"Journal of Inclusion Phenomena and Macrocyclic Chemistry","volume":"105 5-6","pages":"297 - 310"},"PeriodicalIF":1.6,"publicationDate":"2025-01-08","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145163608","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"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

ZINC layered hydroxide salt intercalated with vitamin B3: novel slow-release food additive 嵌入维生素B3的氢氧化锌层状盐：新型缓释食品添加剂

IF 2.3 4区化学

Journal of Inclusion Phenomena and Macrocyclic Chemistry Pub Date : 2024-12-21 DOI: 10.1007/s10847-024-01268-8

Nájila Mikaeli Pauli, Gabriela Oro, Maria Angélica Araujo, Fabio da Silva Lisboa, Ana Caroline Reis Meira, Renata Mello Giona, Ana Cristina Trindade Cursino

{"title":"ZINC layered hydroxide salt intercalated with vitamin B3: novel slow-release food additive","authors":"Nájila Mikaeli Pauli, Gabriela Oro, Maria Angélica Araujo, Fabio da Silva Lisboa, Ana Caroline Reis Meira, Renata Mello Giona, Ana Cristina Trindade Cursino","doi":"10.1007/s10847-024-01268-8","DOIUrl":"10.1007/s10847-024-01268-8","url":null,"abstract":"<div><p>Considering that many vitamins can be easily degraded, developing ways to avoid the degradation process and the availability of these vitamins is essential. Thus, this study aims to use layered zinc hydroxysalt (LHS) as a slow-release option that provides thermal stability for administering vitamins. Two compounds were synthesized, LHS/B3-1, which presented basal spacing of 9.63 Å, corresponding to a vitamin monolayer, and LHS/B3-2, which is a mixture of two phases, one with a basal distance of 9.92 Å and a secondary one with a basal distance of 15.43 Å, corresponding to a vitamin monolayer and bilayer, respectively. After intercalation, an increase of 175 °C in the thermal stability of vitamin B3 was observed, occasioned by the interaction with the layers of the matrix. Vitamin B3 was slowly released from LHS/B3-1 and LHS/B3-2, and 68.8% and 56.9% were released in 44 h, respectively. The release of the vitamin from LHS/B3-1 and LHS/B3-2 was divided into three stages. The results suggest that surface diffusion is initially involved in the release of B3 from intercalation products, where the anion dissociates from the surface of LHSs, followed by B3 release controlled by a diffusion process via intra-particle or surface diffusion.</p><h3>Graphical Abstract</h3><div><figure><div><div><picture><source><img></source></picture></div></div></figure></div></div>","PeriodicalId":638,"journal":{"name":"Journal of Inclusion Phenomena and Macrocyclic Chemistry","volume":"105 1-2","pages":"87 - 100"},"PeriodicalIF":2.3,"publicationDate":"2024-12-21","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143108941","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"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

The selectivity behaviour of a TADDOL-derived host compound in selected heterocyclic guest solvents taddol衍生的宿主化合物在选定的杂环客体溶剂中的选择性行为

IF 1.6 4区化学

Journal of Inclusion Phenomena and Macrocyclic Chemistry Pub Date : 2024-12-19 DOI: 10.1007/s10847-024-01272-y

Daniella Loridana Recchia, Benita Barton, Eric C. Hosten

{"title":"The selectivity behaviour of a TADDOL-derived host compound in selected heterocyclic guest solvents","authors":"Daniella Loridana Recchia, Benita Barton, Eric C. Hosten","doi":"10.1007/s10847-024-01272-y","DOIUrl":"10.1007/s10847-024-01272-y","url":null,"abstract":"<div><p>TADDOL5 possesses the ability to form complexes with the heterocyclic guest species DIO, PYR, PIP and MOR, and 1:1 (PYR, PIP, MOR) and 2:1 (DIO) H:G inclusion compounds were isolated after host crystallization experiments from these solvents. Guest competition experiments revealed that PIP and MOR were preferred by TADDOL5, while PYR and DIO were less favoured; the selectivity of this host compound for these guests was thus demonstrated to be in the order PIP > MOR > PYR > DIO. SCXRD analyses explained this host preferential order: PIP experienced the shorter and more linear (host)O‒H···N(guest) hydrogen bond with TADDOL5, followed by MOR and PYR. DIO was also retained in the crystal of the complex by means of a hydrogen bond with TADDOL5 of the (host)O‒H···O(guest) type. Hirshfeld surface investigations did not provide further understanding for the host selectivity behaviour when crystallized from mixed guests, but the relative thermal stability of the complex with preferred PIP formed the most stable complex while the inclusion compound with DIO, least favoured, was characterised by the lowest stability.</p><h3>Graphical abstract</h3>\u0000<div><figure><div><div><picture><source><img></source></picture></div></div></figure></div></div>","PeriodicalId":638,"journal":{"name":"Journal of Inclusion Phenomena and Macrocyclic Chemistry","volume":"105 5-6","pages":"281 - 296"},"PeriodicalIF":1.6,"publicationDate":"2024-12-19","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://link.springer.com/content/pdf/10.1007/s10847-024-01272-y.pdf","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145167270","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

Design and synthesis of a new chiral macrocyclic dilactam and its characterization by NMR and single-crystal X-ray diffraction 一种新型手性大环二内酰胺的设计合成及其核磁共振和单晶x射线衍射表征

IF 2.3 4区化学

Journal of Inclusion Phenomena and Macrocyclic Chemistry Pub Date : 2024-12-12 DOI: 10.1007/s10847-024-01271-z

Divina P. Sanchez-Perez, Victor Gómez-Calvario, Jacqueline Jiménez, Manuel Velasco, Angel Mendoza, Jorge R. Juárez

{"title":"Design and synthesis of a new chiral macrocyclic dilactam and its characterization by NMR and single-crystal X-ray diffraction","authors":"Divina P. Sanchez-Perez, Victor Gómez-Calvario, Jacqueline Jiménez, Manuel Velasco, Angel Mendoza, Jorge R. Juárez","doi":"10.1007/s10847-024-01271-z","DOIUrl":"10.1007/s10847-024-01271-z","url":null,"abstract":"<div><p>In this study, we report the synthesis and structural characterization of a new chiral macrocyclic dilactam (<b>1</b>) using (<i>R</i>)-phenylglycinol as a key building block. Macrocyclic polyether dilactams, such as this compound, have garnered attention for their ability to form complexes with cations, anions, heavy-metal ions, and neutral organic molecules, displaying potential biological applications as molecular or ion receptors and antibiotics. Building on our expertise in synthesizing chiral piperidine derivatives for alkaloid synthesis, we employed efficient diastereoselective strategies to develop this macrocycle. The complete structural assignment, crucial for correlating structural patterns with biological activity, was achieved through two-dimensional NMR spectroscopy and X-ray diffraction analysis. This work provides valuable insights into the design of diaza-crown ethers with potential applications in supramolecular systems and medicinal chemistry.</p></div>","PeriodicalId":638,"journal":{"name":"Journal of Inclusion Phenomena and Macrocyclic Chemistry","volume":"105 3-4","pages":"159 - 166"},"PeriodicalIF":2.3,"publicationDate":"2024-12-12","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://link.springer.com/content/pdf/10.1007/s10847-024-01271-z.pdf","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143835628","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 and characterization of a new biscrown compound formed from diamide crown ligands 由二胺冠配体形成的新型双冠化合物的合成与表征

IF 2.3 4区化学

Journal of Inclusion Phenomena and Macrocyclic Chemistry Pub Date : 2024-12-04 DOI: 10.1007/s10847-024-01270-0

Amir Ghanaat Gharamaleki, Samad Bavili Tabrizi, Gholam Hossein Shahverdizadeh

{"title":"Synthesis and characterization of a new biscrown compound formed from diamide crown ligands","authors":"Amir Ghanaat Gharamaleki, Samad Bavili Tabrizi, Gholam Hossein Shahverdizadeh","doi":"10.1007/s10847-024-01270-0","DOIUrl":"10.1007/s10847-024-01270-0","url":null,"abstract":"<div><p>Diamide macrocycles are valuable intermediates for the synthesis of aza crown compounds as well as more complex ligands such as various cryptands and cryptohemispherands. Their versatility in many fields, such as chemistry, biochemistry, biophysics, biology, agriculture, industry, medicine, molecular diagnosis, sensors, and phase transfer catalysts, has captured the interest of many. In the first step, 2,4-dimethylphenol was converted to the oxythiobis [4,6-dimethylphenyl] (1) by reacting with thionyl chloride. Then, oxythiobis [4,6-dimethyl phenoxy methyl acetate] (2) was obtained from the reaction of oxythiobis [4,6-dimethylphenyl] (1) with methyl chloroacetate. The reaction of oxythiobis [4,6-dimethyl phenoxy methyl acetate] (2), with a diethylenetriamine, produced the tri-aza dibenzo sulfoxide macrocyclic diamides (3). Bis [tri-aza dibenzo sulfoxide macrocyclic diamides] (4) was prepared from the reaction of tri-aza dibenzo sulfoxide macrocyclic diamides (3) with a suitable active compound such as diacid or dichloride. The structures of all synthesized compounds were characterized by <sup>1</sup>H NMR, <sup>13</sup>C NMR, FT-IR, and mass spectra.</p></div>","PeriodicalId":638,"journal":{"name":"Journal of Inclusion Phenomena and Macrocyclic Chemistry","volume":"105 1-2","pages":"101 - 113"},"PeriodicalIF":2.3,"publicationDate":"2024-12-04","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143107828","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"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