Daniella L. Recchia, Benita Barton, Eric C. Hosten
{"title":"(4R,5R)-bis(diphenylhydroxymethyl)-2-spiro-1’-cyclohexane-1,3-dioxolane: an investigation of its host ability and selectivity behaviour in crystallization experiments from four heterocyclic guest solvents","authors":"Daniella L. Recchia, Benita Barton, Eric C. Hosten","doi":"10.1007/s10847-025-01298-w","DOIUrl":"10.1007/s10847-025-01298-w","url":null,"abstract":"<div><p>The present investigation demonstrated that (4<i>R</i>,5<i>R</i>)-bis(diphenylhydroxymethyl)-2-spiro-1’-cyclohexane-1,3-dioxolane (TADDOL6) possessed the ability to form 1:1 host: guest inclusion compounds with dioxane, piperidine, morpholine and pyridine (DIO, PIP, MOR, PYR) when it was crystallized from these solvents. When mixed guests were employed as the crystallization solvent, TADDOL6 showed an overwhelming preference for PYR, and the host selectivity was noted to be in the order PYR > PIP > MOR > DIO. From SCXRD analyses, it was observed that each of the four organic guest solvents was held in the crystal of the complex by means of classical hydrogen bonding interactions with the host species, with PIP experiencing, statistically, the shorter of these. Hirshfeld surfaces were also considered and demonstrated that the preferred guest species, PYR, experienced the broader range of short contact types. Finally, thermal analyses also explained the host selectivity order: PYR, which was most favoured by TADDOL6, formed a complex with the greatest thermal stability of the four, while the complex with DIO, which was least preferred by TADDOL6, possessed the lowest stability.</p></div>","PeriodicalId":638,"journal":{"name":"Journal of Inclusion Phenomena and Macrocyclic Chemistry","volume":"105 7-8","pages":"447 - 462"},"PeriodicalIF":1.6,"publicationDate":"2025-04-03","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://link.springer.com/content/pdf/10.1007/s10847-025-01298-w.pdf","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145161058","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}
Gleicy Teixeira, Erick F. Lacerda, Marcio Pozzobon Pedroso, Hélio F. Dos Santos, Cleber P. A. Anconi
{"title":"Multi-equilibrium methods for treating the inclusion of morin, quercetin, luteolin, and kaempferol flavonoids into β-cyclodextrin","authors":"Gleicy Teixeira, Erick F. Lacerda, Marcio Pozzobon Pedroso, Hélio F. Dos Santos, Cleber P. A. Anconi","doi":"10.1007/s10847-025-01300-5","DOIUrl":"10.1007/s10847-025-01300-5","url":null,"abstract":"<div><p>Various contributions have been reported concerning the inclusion of flavonoids in cyclodextrins (CDs). The association constant (<span>({K}_{ass})</span>) is one fundamental aspect for characterizing inclusion compounds. Distinct association constants were obtained depending on the experimental technique or the pH for flavonoids included in CD. In the present study, we applied two recently developed theoretical methodologies based on a multi-equilibrium approach to estimate the <span>({K}_{ass})</span> for the inclusion of the neutral flavonoids morin (MOR), quercetin (QUE), luteolin (LUT), and kaempferol (KAE) into β-cyclodextrin (β-CD). The analysis of the experimental data for an appropriate pH range, in conjunction with the theoretical response from quantum GFN2-xTB and classical molecular dynamics, addressed the following stability order: LUT@β-CD > QUE@β-CD ~ KAE@β-CD. The combined theoretical and experimental data suggest as more representative experimental K<sub>ass</sub> for neutral systems, the following values (in M<sup>−1</sup>): 462 (2020) – 545 (2013) for LUT@β-CD, 398 (2008) for QUE@β-CD, and 375 (2007) for KAE@β-CD. The theoretical information did not align with the experimental data previously published for MOR@β-CD at low pH, indicating the need for further studies.</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 7-8","pages":"433 - 445"},"PeriodicalIF":1.6,"publicationDate":"2025-04-02","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145160518","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}
{"title":"Topological architectures enriched by cooperative acetylene coordination","authors":"Yuya Domoto","doi":"10.1007/s10847-025-01297-x","DOIUrl":"10.1007/s10847-025-01297-x","url":null,"abstract":"<div><p>Material chemists have utilized acetylene as a robust, flexible, and easily processable building unit, and such properties could be further extended upon the formation of coordination bonds with metals represented by coinage metal ions (Au(I), Ag(I), and Cu(I)). Furthermore, the simultaneous formation of acetylene coordination and other coordination bonds on the same or adjacent metal centers has been shown to result in unprecedented nanostructures. This review highlights the progress of strategies to construct molecular architectures based on acetylene coordination, including our recent work. Initially, relatively simple supramolecules were reported as heralding the advent of something more complex than conventional unimolecular complexes with acetylene coordination. Learning from their design principles, highly complex molecular topologies have recently emerged as fascinating elements in infinite coordination networks and discrete entangled complexes that exploit the diversity of cooperative acetylene coordination. Our study also demonstrated the self-assembly of coordination polyhedra containing highly entangled three-dimensional (3D) topologies, showing extension to co-crystals, controlled topological chirality, and sequence interconversion of 5-nm class porous architectures regulated by counter anion exchange and side chain effects. The application of cooperative acetylene coordination is still in its infancy but holds promise as a fruitful strategy for the creation of diverse coordination nanomaterials.</p></div>","PeriodicalId":638,"journal":{"name":"Journal of Inclusion Phenomena and Macrocyclic Chemistry","volume":"105 7-8","pages":"377 - 398"},"PeriodicalIF":1.6,"publicationDate":"2025-04-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145160699","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}
{"title":"Honoring Dr. Jack MacBean Harrowfield","authors":"Yang Kim, Mauro Mocerino","doi":"10.1007/s10847-025-01286-0","DOIUrl":"10.1007/s10847-025-01286-0","url":null,"abstract":"","PeriodicalId":638,"journal":{"name":"Journal of Inclusion Phenomena and Macrocyclic Chemistry","volume":"105 3-4","pages":"119 - 120"},"PeriodicalIF":2.3,"publicationDate":"2025-03-27","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143835573","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}
{"title":"Preface to the special issue of the 13th international symposium on nano & supramolecular chemistry (ISNSC-13)","authors":"Yang Kim, Mauro Mocerino","doi":"10.1007/s10847-025-01296-y","DOIUrl":"10.1007/s10847-025-01296-y","url":null,"abstract":"","PeriodicalId":638,"journal":{"name":"Journal of Inclusion Phenomena and Macrocyclic Chemistry","volume":"105 3-4","pages":"115 - 117"},"PeriodicalIF":2.3,"publicationDate":"2025-03-24","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143835740","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}
{"title":"Highly stable host-guest complexation of 4-aminoquinoline-based tweezer-type host molecule with chlorin e6","authors":"Yosuke Hisamatsu, Tsunehiko Higuchi, Naoki Umezawa","doi":"10.1007/s10847-025-01295-z","DOIUrl":"10.1007/s10847-025-01295-z","url":null,"abstract":"<div><p>Host-guest systems that function under physiologically relevant conditions possess considerable potential to contribute to biological and biomedical applications. We previously developed a 4-aminoquinoline (4-AQ)-based tweezer-type host molecule that forms stable complexes with heme and protoporphyrin IX (PPIX) in DMSO/HEPES buffer (pH 7.4) (2:3, v/v), respectively. However, the binding study including the determination of association constants of the 4-AQ-based tweezer-type host molecule under more physiologically relevant conditions was not possible although it was one of the most important parts of our studies. In this paper, we report a new host-guest system based on the 4-AQ-based tweezer-type host molecule and chlorin e6 (Ce6). The 4-AQ-based tweezer-type host molecule formed a highly stable host-guest complex not only in DMSO/HEPES buffer (pH 7.4) (2:3, v/v) but also in more physiologically relevant conditions (HEPES buffer or phosphate-buffered saline, pH 7.4, 1.0% (v/v) DMSO). Their association constants for a 1:1 complex were determined to be 10<sup>6</sup>–10<sup>7</sup> M<sup>− 1</sup> under the investigated aqueous media. These results were first obtained using Ce6 as the guest molecule instead of heme and PPIX because Ce6 at low concentrations preferentially exists in a monomeric form in water at neutral pH. The study findings provide useful information for the future molecular design, evaluation, and applications of host-guest systems between tweezer-type host molecules and their appropriate guest molecules in aqueous media.</p></div>","PeriodicalId":638,"journal":{"name":"Journal of Inclusion Phenomena and Macrocyclic Chemistry","volume":"105 7-8","pages":"421 - 431"},"PeriodicalIF":1.6,"publicationDate":"2025-03-20","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145167111","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}
{"title":"Exploring the electrical and biological aspects of newly synthesized samarium-based macrocyclic complexes with Isatin ligand and it′s derivatives","authors":"Krishna Atal, Sushama Kumari, Krishna Kumar Jhankal, Swati Bugalia","doi":"10.1007/s10847-025-01293-1","DOIUrl":"10.1007/s10847-025-01293-1","url":null,"abstract":"<div><p>Herein, the electrochemical, luminescent and potential biological properties of a newly synthesized series of macrocyclic complexes of samarium(III) metal ion are described. Macrocycles, Schiff bases and their complexes with metals display several structural and electronic features that allow their vast applications in diverse research fields especially, in medicinal science. The synthesis of luminescent and electrically active complexes containing (1<i>E</i>,15<i>Z</i>)-3,4,6,7,9,10,12,13,14,16-decahydro-2<i>H</i>-[1, 4, 7]trioxa [11, 14]diaza-cycloheptadecino[12, 13-b]indole scaffold is done <i>via</i> template route using isatin or its derivatives i.e., 5-chloroisatin and 5-bromoisatin, and 1,13-diamino-4,7,10-trioxatri-dacane ligand precursors in the presence of Sm(III)nitrate hexa-hydrate salt. The synthesized complexes are found thermally stable up to ~ 230<sup>o</sup>C and after that started to decompose. The structural characterization is done by the <sup>1</sup>H-NMR, electrospray ionization mass, Fourier transform, and ultraviolet-visible spectroscopy. The proposed structure of these complexes was well-matched by the data. Crystalline nature of the reported complexes is confirmed by the existence of sharp narrow peaks in the X-ray diffraction (XRD). The complexes also found electrically active as the cyclic voltammetry conductivity measured by using DMSO solvent. The complexes displayed characteristic luminescence peaks of Sm(III) at ~ 563, ~602 & ~644 nm assigned to <sup>4</sup>G<sub>5/2</sub> →<sup>6</sup>H<sub>5/2</sub>, <sup>4</sup>G<sub>5/2</sub>→ <sup>6</sup>H<sub>7/2</sub>, <sup>4</sup>G<sub>5/2</sub>→ <sup>6</sup>H<sub>9/2</sub> transitions respectively. The biological studies results indicate the remarkable potential of these complexes as antimicrobial and antioxidant agent which may lead the use of these complexes in pharmaceutical field.</p></div>","PeriodicalId":638,"journal":{"name":"Journal of Inclusion Phenomena and Macrocyclic Chemistry","volume":"105 7-8","pages":"409 - 420"},"PeriodicalIF":1.6,"publicationDate":"2025-03-07","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145162957","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}
Dewi Kurnianingsih Arum Kusumahastuti, Agung Rimayanto Gintu
{"title":"Green nanotechnology: silver nanoparticle synthesis via brewed coffee grounds extract","authors":"Dewi Kurnianingsih Arum Kusumahastuti, Agung Rimayanto Gintu","doi":"10.1007/s10847-025-01294-0","DOIUrl":"10.1007/s10847-025-01294-0","url":null,"abstract":"<div><p>Silver nanoparticles (AgNPs) are increasingly valued for their diverse applications, but traditional preparation methods often involve toxic chemicals, necessitating environmentally friendly alternatives. This study explores a sustainable alternative: the green synthesis of AgNPs using brewed coffee grounds (BCG). BCG, a readily available agricultural byproduct rich in phenolic compounds, particularly chlorogenic acid, acts as a reducing and capping agent, facilitating the sustainable and efficient reduction of silver ions to AgNPs. The preparation process was optimized by varying the pH (6 and 8), impacting nanoparticle size and morphology. Characterizations using UV-Vis spectroscopy, X-ray diffraction, Fourier-transform infrared spectroscopy, energy-dispersive X-ray spectroscopy, and scanning electron microscopy confirmed the formation of crystalline AgNPs with a face-centered cubic structure. The results demonstrate that alkaline conditions (pH 8) yielded smaller, more uniformly distributed AgNPs with superior stability than those prepared at pH 6. This green synthesis method offers a promising approach to producing AgNPs while promoting sustainability and resource efficiency. The study highlights the potential for waste valorization and the development of eco-friendly nanomaterials for various applications.</p></div>","PeriodicalId":638,"journal":{"name":"Journal of Inclusion Phenomena and Macrocyclic Chemistry","volume":"105 3-4","pages":"241 - 247"},"PeriodicalIF":2.3,"publicationDate":"2025-03-06","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143835607","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}
Sergey A. Karalash, Anna A. Botnar, Aleksandr S. Aglikov, Ekaterina A. Muraveva, Dmitry A. Kozodaev, Alexander S. Novikov, Ekaterina V. Skorb, Anton A. Muravev
{"title":"Correction: AFM and DFT study of diverse self-organization pattern of aminothiacalix[4]arene","authors":"Sergey A. Karalash, Anna A. Botnar, Aleksandr S. Aglikov, Ekaterina A. Muraveva, Dmitry A. Kozodaev, Alexander S. Novikov, Ekaterina V. Skorb, Anton A. Muravev","doi":"10.1007/s10847-025-01292-2","DOIUrl":"10.1007/s10847-025-01292-2","url":null,"abstract":"","PeriodicalId":638,"journal":{"name":"Journal of Inclusion Phenomena and Macrocyclic Chemistry","volume":"105 7-8","pages":"481 - 481"},"PeriodicalIF":1.6,"publicationDate":"2025-03-04","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145162216","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}
Rifat Akbar, Jyoti Kandhal, B. K. Kanungo, Minati Baral
{"title":"Solution thermodynamics, photophysical, and DFT studies of La(III), and Er(III) chelates with a multifunctional preorganized tripod ligand","authors":"Rifat Akbar, Jyoti Kandhal, B. K. Kanungo, Minati Baral","doi":"10.1007/s10847-025-01289-x","DOIUrl":"10.1007/s10847-025-01289-x","url":null,"abstract":"<div><p>The interactions of a novel quinoline-based N<sub>3</sub>O<sub>6</sub> polydentate chelator, CYTOM5OX, towards La<sup>3+</sup> and Er<sup>3+</sup> have been examined by solution thermodynamics, coordination behavior, photophysical, and DFT studies. The influence of pH on the complexation behavior has been explored by adopting pH-metry, electronic absorption, and emission spectroscopic techniques. The potentiometric and spectrophotometric studies established six pKa values for CYTOM5OX between 2.8–10. Lanthanide ions form thermodynamically stable complexes with the ligand, giving high formation constants log β<sub>110</sub> = 30–35 and pLn = 20 − 24. Irrespective of the lanthanides used, the monometallic Ln(LH) is the main species formed at neutral pH. The principal coordination sphere contains two and three aqua molecules for La(CYTOM5OX) and Er(CYTOM5OX), respectively, according to time-resolved photoluminescence experiments in an H<sub>2</sub>O and D<sub>2</sub>O solvent at a pH of 7.0. Both absorption and emission studies of these compounds show significant spectral changes. The probe showed simultaneous sensing of La<sup>3+</sup> and Er<sup>3+</sup> ions in the visible range under neutral pH, exhibiting a green fluorescence. To validate the experimental findings, the ground state and excited state theoretical spectra of the species have been computed from DFT-optimized structures using the GGA (BLYP-D3) functional and the PM7-Sparkle energy-minimized geometries at CIS excitation levels using the ZINDO/s approach.</p></div>","PeriodicalId":638,"journal":{"name":"Journal of Inclusion Phenomena and Macrocyclic Chemistry","volume":"105 3-4","pages":"225 - 239"},"PeriodicalIF":2.3,"publicationDate":"2025-03-03","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143835584","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}