{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,2,10]],"date-time":"2026-02-10T16:58:35Z","timestamp":1770742715513,"version":"3.49.0"},"reference-count":45,"publisher":"Springer Science and Business Media LLC","issue":"1","license":[{"start":{"date-parts":[[2024,11,5]],"date-time":"2024-11-05T00:00:00Z","timestamp":1730764800000},"content-version":"tdm","delay-in-days":0,"URL":"https:\/\/creativecommons.org\/licenses\/by\/4.0"},{"start":{"date-parts":[[2024,11,5]],"date-time":"2024-11-05T00:00:00Z","timestamp":1730764800000},"content-version":"vor","delay-in-days":0,"URL":"https:\/\/creativecommons.org\/licenses\/by\/4.0"}],"content-domain":{"domain":["link.springer.com"],"crossmark-restriction":false},"short-container-title":["Sci Rep"],"abstract":"<jats:title>Abstract<\/jats:title><jats:p>First, a Br\u00f8nsted acid ionic liquid (BAIL) in the role of a double acid-base called 1,3-n-propyl-bipyridinium bisulfonic acid-ditrifluoroacetate (PBPBSDT) was produced, and its skeleton was determined via TGA, mass, <jats:sup>13<\/jats:sup>C NMR, <jats:sup>19<\/jats:sup>F NMR, <jats:sup>1<\/jats:sup>H NMR and FT-IR data. Further, it was successfully applied in the preparation of dibenzo-chromeno-phenazine-dione derivatives (<jats:bold>1a<\/jats:bold>-<jats:bold>12a<\/jats:bold>, 9\u201315\u00a0min, 90\u201398%) via one-pot multicomponent domino reaction among 2 mmol 2-hydroxynaphthalene-1,4-dione, 1 mmol benzene-1,2-diamine, and 1 mmol aldehydes under optimal conditions (5\u00a0mol% of PBPBSDT, solvent-free, 60\u00a0\u00b0C). The proper reproducibility of the PBPBSDT homogeneous catalyst (5 times), solvent-free medium, reasonable TON (Turnover Number) and TOF (Turnover Frequency) numbers, the non-metallic framework of the catalyst, and the formation of C-N, C\u2009=\u2009N, C-C, C\u2009=\u2009C, C-O bonds in a single operation are the distinct advantages of this protocol.<\/jats:p>","DOI":"10.1038\/s41598-024-73257-3","type":"journal-article","created":{"date-parts":[[2024,11,5]],"date-time":"2024-11-05T08:04:53Z","timestamp":1730793893000},"update-policy":"https:\/\/doi.org\/10.1007\/springer_crossmark_policy","source":"Crossref","is-referenced-by-count":3,"title":["A facile and green procedure in preparing dibenzo-chromeno-phenazine-diones using an effectual and recyclable Br\u00f8nsted acidic ionic liquid"],"prefix":"10.1038","volume":"14","author":[{"given":"Chou-Yi","family":"Hsu","sequence":"first","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Riyadh","family":"Abdulkareem","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Harikumar","family":"Pallathadka","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Vikrant","family":"Abbot","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Mamata","family":"Chahar","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Dilsora","family":"Abduvalieva","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Yasser Fakri","family":"Mustafa","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Usama S.","family":"Altimari","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Abeer","family":"mhussan jabbar","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Ahmed Hussein","family":"Zwamel","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]}],"member":"297","published-online":{"date-parts":[[2024,11,5]]},"reference":[{"key":"73257_CR1","doi-asserted-by":"publisher","first-page":"7533","DOI":"10.1021\/acs.chemrev.4c00291","volume":"124","author":"Z Lei","year":"2024","unstructured":"Lei, Z., Dai, C., Hallett, J., Shiflett, M. & Introduction Ionic liquids for diverse applications. Chem. Rev. 124, 7533\u20137535 (2024).","journal-title":"Chem. Rev."},{"key":"73257_CR2","doi-asserted-by":"publisher","first-page":"105195","DOI":"10.1016\/j.jtice.2023.105195","volume":"153","author":"SMS Hussain","year":"2023","unstructured":"Hussain, S. M. S. et al. A review of ionic liquids: recent synthetic advances and oilfield applications. J. Taiwan. Inst. Chem. Eng. 153, 105195 (2023).","journal-title":"J. Taiwan. Inst. Chem. Eng."},{"key":"73257_CR3","doi-asserted-by":"publisher","first-page":"4453","DOI":"10.1038\/s41598-023-31476-0","volume":"13","author":"R Tamilarasan","year":"2023","unstructured":"Tamilarasan, R. et al. Catalytic response and molecular simulation studies in the development of synthetic routes in trimeric triaryl pyridinium type ionic liquids. Sci. Rep. 13, 4453 (2023).","journal-title":"Sci. Rep."},{"key":"73257_CR4","doi-asserted-by":"publisher","first-page":"5022","DOI":"10.1039\/D4GC00202D","volume":"26","author":"M Zhu","year":"2024","unstructured":"Zhu, M. & Yang, Y. Poly (ionic liquid) s: an emerging platform for green chemistry. Green. Chem. 26, 5022\u20135102 (2024).","journal-title":"Green. Chem."},{"key":"73257_CR5","doi-asserted-by":"publisher","first-page":"1237","DOI":"10.1039\/D2GC04749G","volume":"25","author":"P Migowski","year":"2023","unstructured":"Migowski, P., Lozano, P. & Dupont, J. Imidazolium based ionic liquid-phase green catalytic reactions. Green. Chem. 25, 1237\u20131260 (2023).","journal-title":"Green. Chem."},{"key":"73257_CR6","doi-asserted-by":"publisher","first-page":"1631","DOI":"10.1007\/s11164-022-04683-z","volume":"48","author":"A Zare","year":"2022","unstructured":"Zare, A., Kohzadian, A., Filian, H., Nezhad, M. S. G. & Karami, A. [Et3N-SO3H][MeSO3] as a highly efficient catalyst for the production of pyrido [2,3-d:6,5-d\u2032] dipyrimidines and bis (pyrazolyl) methanes. Res. Chem. Intermed. 48, 1631\u20131644 (2022).","journal-title":"Res. Chem. Intermed"},{"key":"73257_CR7","doi-asserted-by":"publisher","first-page":"6133","DOI":"10.1021\/acs.chemrev.5b00763","volume":"116","author":"AS Amarasekara","year":"2016","unstructured":"Amarasekara, A. S. Acidic ionic liquids. Chem. Rev. 116, 6133\u20136183 (2016).","journal-title":"Chem. Rev."},{"key":"73257_CR8","first-page":"105","volume":"5","author":"A Kargar","year":"2019","unstructured":"Kargar, A., Sajadikhah, S. S., Zare, A. & Triethylaminium -N-sulfonic acid tetrachloroaluminate (TSAT) as a New Ionic Liquid Catalyst for the synthesis of [1,2,4] Triazolo [1,5-a] pyrimidines. Org. Chem. Res. 5, 105\u2013111 (2019).","journal-title":"Org. Chem. Res."},{"key":"73257_CR9","doi-asserted-by":"publisher","first-page":"121284","DOI":"10.1016\/j.molliq.2023.121284","volume":"375","author":"D Jiang","year":"2023","unstructured":"Jiang, D. et al. Conjugate acid-base bi-functional polymeric ionic liquids (CAB-PILs) as efficient catalysts for CO2 capture and subsequent glycidol cycloaddition reaction. J. Mol. Liq. 375, 121284 (2023).","journal-title":"J. Mol. Liq"},{"key":"73257_CR10","doi-asserted-by":"publisher","first-page":"364","DOI":"10.1016\/j.molliq.2016.01.056","volume":"216","author":"A Zare","year":"2016","unstructured":"Zare, A. & Nasouri, Z. A green approach for the synthesis of 3, 4-dihydropyrimidin-2-(1H)-ones (and-thiones) using N,N-diethyl-N-sulfoethanaminium hydrogen sulfate. J. Mol. Liq. 216, 364\u2013369 (2016).","journal-title":"J. Mol. Liq"},{"key":"73257_CR11","doi-asserted-by":"publisher","first-page":"5431","DOI":"10.1007\/s11164-023-05137-w","volume":"49","author":"SIS Al-Hawary","year":"2023","unstructured":"Al-Hawary, S. I. S. et al. DBU hydrogen sulfate bonded to chloropropyl-functionalized bilayer silica-nano-Fe3O4: as an efficacious magnetic nanocatalyst for rapid synthesis of pyrido [2,3-d: 6,5-d\u2032] dipyrimidines. Res. Chem. Intermed. 49, 5431\u20135449 (2023).","journal-title":"Res. Chem. Intermed"},{"key":"73257_CR12","doi-asserted-by":"publisher","first-page":"4020","DOI":"10.1021\/acs.jchemed.3c00426","volume":"100","author":"S Zhang","year":"2023","unstructured":"Zhang, S. et al. Green Synthetic Approach to Indole-substituted methane derivatives via multi-component reaction. J. Chem. Educ. 100, 4020\u20134024 (2023).","journal-title":"J. Chem. Educ."},{"key":"73257_CR13","doi-asserted-by":"publisher","first-page":"471","DOI":"10.2174\/1385272827666230602121855","volume":"27","author":"N Medjahed","year":"2023","unstructured":"Medjahed, N., Kibou, Z., Berrichi, A. & Choukchou-Braham N. advances in Pyrazoles rings\u2019 syntheses by heterogeneous catalysts, ionic liquids, and multicomponent Reactions-A review. Curr. Org. Chem. 27, 471\u2013509 (2023).","journal-title":"Curr. Org. Chem."},{"key":"73257_CR14","doi-asserted-by":"publisher","first-page":"3109","DOI":"10.1007\/s11164-024-05296-4","volume":"50","author":"H AlMohamadi","year":"2024","unstructured":"AlMohamadi, H. et al. Nano-SiO2@ nPr@ DPyE-Ni: a novel nanocatalyst for the rapid production of symmetric di-aryl sulfides and pyrazolones. Res. Chem. Intermed. 50, 3109\u20133133 (2024).","journal-title":"Res. Chem. Intermed"},{"key":"73257_CR15","doi-asserted-by":"publisher","first-page":"239","DOI":"10.1007\/s11164-023-05182-5","volume":"50","author":"F Rahimi","year":"2024","unstructured":"Rahimi, F., Olyaei, A. & Ghasemzadeh, H. Multicomponent domino protocol for the one-pot synthesis of novel benzo [a] phenazin-5-ol derivatives. Res. Chem. Intermed. 50, 239\u2013249 (2024).","journal-title":"Res. Chem. Intermed"},{"key":"73257_CR16","doi-asserted-by":"publisher","first-page":"e202400153","DOI":"10.1002\/ejoc.202400153","volume":"27","author":"P Langer","year":"2024","unstructured":"Langer, P. Adventures in the Chemistry of Multicomponent and Domino reactions. Eur. J. Org. Chem. 27, e202400153 (2024).","journal-title":"Eur. J. Org. Chem."},{"key":"73257_CR17","doi-asserted-by":"publisher","first-page":"12216","DOI":"10.1021\/acs.joc.3c00516","volume":"88","author":"PA Yakkala","year":"2023","unstructured":"Yakkala, P. A. et al. Multicomponent Domino reaction for Concise Access to 2-Amino-substituted 1, 3, 4 oxadiazoles via smiles rearrangement. J. Org. Chem. 88, 12216\u201312223 (2023).","journal-title":"J. Org. Chem."},{"key":"73257_CR18","doi-asserted-by":"publisher","first-page":"1","DOI":"10.1016\/bs.aihch.2023.04.004","volume":"141","author":"V Zadsirjan","year":"2023","unstructured":"Zadsirjan, V. Recent advances in the synthesis of five-membered heterocycles via multicomponent and domino reactions (from 2017 to 2022). Adv. Heterocycl. Chem. 141, 1\u2013126 (2023).","journal-title":"Adv. Heterocycl. Chem."},{"key":"73257_CR19","doi-asserted-by":"publisher","first-page":"11660","DOI":"10.1021\/ja904011s","volume":"26","author":"B Jiang","year":"2009","unstructured":"Jiang, B., Tu, S. J., Kaur, P., Wever, W. & Li, G. Four-component domino reaction leading to multifunctionalized quinazolines. J. Am. Chem. Soc. 26, 11660\u201311661 (2009).","journal-title":"J. Am. Chem. Soc."},{"key":"73257_CR20","doi-asserted-by":"publisher","first-page":"487","DOI":"10.1016\/j.ejmech.2016.07.057","volume":"123","author":"M Costa","year":"2016","unstructured":"Costa, M., Dias, T. A., Brito, A. & Proen\u00e7a, F. Biological importance of structurally diversified chromenes. Eur. J. Med. Chem. 123, 487\u2013507 (2016).","journal-title":"Eur. J. Med. Chem."},{"key":"73257_CR21","doi-asserted-by":"publisher","first-page":"119","DOI":"10.1016\/j.bmcl.2018.10.018","volume":"29","author":"AA Spasov","year":"2019","unstructured":"Spasov, A. A. et al. Synthesis, in vitro and in vivo evaluation of 2-aryl-4H-chromene and 3-aryl-1H-benzo [f] chromene derivatives as novel \u03b1-glucosidase inhibitors. Bioorg. Med. Chem. Lett. 29, 119\u2013123 (2019).","journal-title":"Bioorg. Med. Chem. Lett."},{"key":"73257_CR22","doi-asserted-by":"publisher","first-page":"969","DOI":"10.1002\/jhet.4434","volume":"59","author":"YX Che","year":"2022","unstructured":"Che, Y. X. et al. Synthetic strategies of phenazine derivatives: a review. J. Heterocycl. Chem. 59, 969\u2013996 (2022).","journal-title":"J. Heterocycl. Chem."},{"key":"73257_CR23","doi-asserted-by":"publisher","first-page":"825","DOI":"10.30574\/wjarr.2023.20.1.2094","volume":"20","author":"V Verma","year":"2023","unstructured":"Verma, V., Kumar, N. & Kumar, S. Anti-alzheimer potential of coumarin derivatives: a review. World J. Adv. Res. Rev. 20, 825\u2013835 (2023).","journal-title":"World J. Adv. Res. Rev."},{"key":"73257_CR24","doi-asserted-by":"publisher","first-page":"2682","DOI":"10.3390\/cancers15102682","volume":"15","author":"A Alneyadi","year":"2023","unstructured":"Alneyadi, A. et al. Synthesis of New Chromene derivatives targeting triple-negative breast Cancer cells. Cancers 15, 2682 (2023).","journal-title":"Cancers"},{"key":"73257_CR25","first-page":"1530","volume":"6","author":"N Bettia","year":"2024","unstructured":"Bettia, N., Shiab, J. S., Kadhumc, A. A. H. & Al-Amieryd, A. A. Harnessing coumarin chemistry: Antibacterial, antifungal, and antioxidant profiling of novel coumarin derivatives. J. Med. Pharm. Chem. Res. 6, 1530\u20131546 (2024).","journal-title":"J. Med. Pharm. Chem. Res."},{"key":"73257_CR26","doi-asserted-by":"publisher","first-page":"179","DOI":"10.1016\/j.ijbiomac.2017.08.009","volume":"106","author":"G Yang","year":"2018","unstructured":"Yang, G. et al. Synthesis, characterization and antifungal activity of coumarin-functionalized chitosan derivatives. Int. J. Biol. Macromol. 106, 179\u2013184 (2018).","journal-title":"Int. J. Biol. Macromol."},{"key":"73257_CR27","doi-asserted-by":"publisher","first-page":"1538","DOI":"10.3390\/ph16111538","volume":"16","author":"M Suleiman","year":"2023","unstructured":"Suleiman, M. et al. Recent progress in synthesis, POM analyses and SAR of coumarin-hybrids as potential Anti-HIV Agents-A Mini Review. Pharmaceuticals 16, 1538 (2023).","journal-title":"Pharmaceuticals"},{"key":"73257_CR28","doi-asserted-by":"publisher","first-page":"116487","DOI":"10.1016\/j.ejmech.2024.116487","volume":"272","author":"X Li","year":"2024","unstructured":"Li, X. et al. Design, synthesis and bioactivity evaluation of 4-hydroxycoumarin derivatives as potential anti-inflammatory agents against acute lung injury and colitis. Eur. J. Med. Chem. 272, 116487 (2024).","journal-title":"Eur. J. Med. Chem."},{"key":"73257_CR29","doi-asserted-by":"publisher","first-page":"1368","DOI":"10.3390\/molecules28031368","volume":"28","author":"B Serafim","year":"2023","unstructured":"Serafim, B., Bernardino, A. R., Freitas, F. & Torres, C. A. Recent developments in the biological activities, bioproduction, and applications of Pseudomonas spp. Phenazines Mol. 28, 1368 (2023).","journal-title":"Phenazines Molecules"},{"key":"73257_CR30","doi-asserted-by":"publisher","first-page":"100","DOI":"10.1016\/j.hlife.2023.11.005","volume":"2","author":"CA Sousa","year":"2024","unstructured":"Sousa, C. A., Ribeiro, M., Vale, F. & Sim\u00f5es, M. Phenazines: natural products for microbial growth control. HLife 2, 100\u2013112 (2024).","journal-title":"hLife"},{"key":"73257_CR31","doi-asserted-by":"publisher","first-page":"215","DOI":"10.3103\/S0891416823040079","volume":"38","author":"AA Zhyzneyskaya","year":"2023","unstructured":"Zhyzneyskaya, A. A., Lukashevich, A. A., Maksimova, N. P. & Veremeenko, E. G. The cytotoxic activity of Phenazine compounds from Pseudomonas chlororaphis subsp. aurantiaca against the HeLa cell line. Mol. Genet. Microbiol. Virol. 38, 215\u2013221 (2023).","journal-title":"Mol. Genet. Microbiol. Virol."},{"key":"73257_CR32","doi-asserted-by":"publisher","first-page":"3796","DOI":"10.3390\/plants12223796","volume":"12","author":"D Dong","year":"2023","unstructured":"Dong, D. et al. Antagonistic activity of Streptomyces Alfalfae 11F against Fusarium Wilt of Watermelon and Transcriptome Analysis provides insights into the synthesis of Phenazine-1-Carboxamide. Plants 12, 3796 (2023).","journal-title":"Plants"},{"key":"73257_CR33","doi-asserted-by":"publisher","first-page":"610","DOI":"10.3390\/md19110610","volume":"19","author":"J Yan","year":"2021","unstructured":"Yan, J. et al. Advances in phenazines over the past decade: review of their pharmacological activities, mechanisms of action, biosynthetic pathways and synthetic strategies. Mar. Drugs. 19, 610 (2021).","journal-title":"Mar. Drugs"},{"key":"73257_CR34","doi-asserted-by":"publisher","first-page":"328","DOI":"10.1007\/s10953-023-01332-w","volume":"53","author":"F Shirzaei","year":"2024","unstructured":"Shirzaei, F. & Shaterian, H. R. [(EtO)3Si (CH2)3N+ H3][CH3COO\u2013] as Basic Ionic Liquid Catalyst Promoted Green synthesis of Benzo [a] pyrano [2, 3-c] phenazine derivatives in homogenous solution. J. Solut. Chem. 53, 328\u2013340 (2024).","journal-title":"J. Solut. Chem."},{"key":"73257_CR35","doi-asserted-by":"crossref","unstructured":"Nikoorazm, M., Mohammadi, M., Khanmoradi, M. & Zirconium@guanine@ MCM-41 nanoparticles: an efficient heterogeneous mesoporous nanocatalyst for one\u2010pot, multi\u2010component tandem Knoevenagel condensation\u2013Michael addition\u2013cyclization reactions. Appl. Organomet. Chem. 34, e5704. (2020).","DOI":"10.1002\/aoc.5704"},{"key":"73257_CR36","doi-asserted-by":"publisher","first-page":"5915","DOI":"10.1007\/s11164-015-2413-7","volume":"42","author":"R Mohebat","year":"2016","unstructured":"Mohebat, R., Yazdani Elah Abadi, A., Maghsoodlou, M. T. & Mohammadi, M. PTSA-catalyzed four-component domino reactions for the one-pot synthesis of functionalized 11 H-benzo [a] benzo [6,7] chromeno [2,3-c] phenazine-11,16 (17H)-diones in PEG. Res. Chem. Intermed. 42, 5915\u20135926 (2016).","journal-title":"Res. Chem. Intermed"},{"key":"73257_CR37","doi-asserted-by":"publisher","first-page":"3199","DOI":"10.1007\/s11164-019-03787-3","volume":"45","author":"A Ghorbani-Choghamarani","year":"2019","unstructured":"Ghorbani-Choghamarani, A., Sahraei, R. & Taherinia, Z. Ni (II) immobilized on modified boehmite nanostructures: a novel, inexpensive, and highly efficient heterogeneous nanocatalyst for multicomponent domino reactions. Res. Chem. Intermed.  45, 3199\u20133214 (2019).","journal-title":"Res. Chem. Intermed"},{"key":"73257_CR38","doi-asserted-by":"publisher","first-page":"e3791","DOI":"10.1002\/aoc.3791","volume":"31","author":"S Abbasi Pour","year":"2017","unstructured":"Abbasi Pour, S., Yazdani-Elah\u2010Abadi, A. & Afradi, M. Nanomagnetically modified thioglycolic acid (\u03b3\u2010Fe2O3@SiO2\u2010SCH2CO2H): efficient and reusable green catalyst for the one\u2010pot domino synthesis of spiro [benzo [a] benzo [6,7] chromeno [2,3\u2010c] phenazine] and benzo [a] benzo [6,7] chromeno [2,3\u2010c] phenazines. Appl. Organomet. Chem. 31, e3791 (2017).","journal-title":"Appl. Organomet. Chem."},{"key":"73257_CR39","doi-asserted-by":"publisher","first-page":"722","DOI":"10.3184\/174751916X14787124908891","volume":"40","author":"A Yazdani-Elah-Abadi","year":"2016","unstructured":"Yazdani-Elah-Abadi, A., Mohebat, R. & Kangani, M. Microwave-assisted and L-proline catalysed domino cyclisation in an aqueous medium: a rapid, highly efficient and green synthesis of benzo [a] phenazine annulated heterocycles. J. Chem. Res. 40, 722\u2013726 (2016).","journal-title":"J. Chem. Res."},{"key":"73257_CR40","doi-asserted-by":"publisher","first-page":"7688","DOI":"10.1038\/s41598-024-58310-5","volume":"14","author":"IS Al-Hawary","year":"2024","unstructured":"Al-Hawary, I. S. Synthesis of N,N\u2032-alkylidene bisamides and Suzuki\u2013Miyaura coupling reaction derivatives with Pd organometallic catalyst anchored to channels of mesoporous silica MCM-41. Sci. Rep. 14, 7688 (2024).","journal-title":"Sci. Rep."},{"key":"73257_CR41","doi-asserted-by":"publisher","first-page":"3249","DOI":"10.1021\/jp980375v","volume":"102","author":"I Rey","year":"1998","unstructured":"Rey, I. et al. Spectroscopic and theoretical study of (CF3SO2)2N-(TFSI-) and (CF3SO2)2NH (HTFSI). J. Phys. Chem. A 102, 3249\u20133258 (1998).","journal-title":"J. Phys. Chem. A"},{"key":"73257_CR42","doi-asserted-by":"publisher","first-page":"493","DOI":"10.1016\/0379-6779(93)90980-B","volume":"55","author":"C Ehrendorfer","year":"1993","unstructured":"Ehrendorfer, C., Neugebauer, H., Neckel, A. & B\u00e4uerle, P. An FTIR spectroscopic study on end-capped oligothiophenes as model compounds for polythiophene. Synth. Met. 55, 493\u2013498 (1993).","journal-title":"Synth. Met."},{"key":"73257_CR43","doi-asserted-by":"publisher","first-page":"2","DOI":"10.1002\/poc.3198","volume":"27","author":"F Deng","year":"2014","unstructured":"Deng, F., Reeder, Z. K. & Miller, K. M. 1, 3-Bis (2\u2032\u2010hydroxyethyl) imidazolium ionic liquids: correlating structure and properties with anion hydrogen bonding ability. J. Phys. Org. Chem. 27, 2\u20139 (2014).","journal-title":"J. Phys. Org. Chem."},{"key":"73257_CR44","doi-asserted-by":"publisher","first-page":"162","DOI":"10.1016\/j.molliq.2012.11.006","volume":"177","author":"HR Shaterian","year":"2013","unstructured":"Shaterian, H. R. & Mohammadnia, M. Mild basic ionic liquid catalyzed four component synthesis of functionalized benzo [a] pyrano [2,3-c] phenazine derivatives. J. Mol. Liq. 177, 162\u2013166 (2013).","journal-title":"J. Mol. Liq"},{"key":"73257_CR45","doi-asserted-by":"publisher","first-page":"960","DOI":"10.2174\/1386207318666150915113549","volume":"18","author":"J Gao","year":"2015","unstructured":"Gao, J. et al. Synthesis, antitumor activity, and structure-activity relationship of some benzo [a] pyrano [2,3-c] phenazine derivatives. Comb. Chem. High. Throughput Screen. 18, 960\u2013974 (2015).","journal-title":"Comb. Chem. High. Throughput Screen."}],"container-title":["Scientific Reports"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/www.nature.com\/articles\/s41598-024-73257-3.pdf","content-type":"application\/pdf","content-version":"vor","intended-application":"text-mining"},{"URL":"https:\/\/www.nature.com\/articles\/s41598-024-73257-3","content-type":"text\/html","content-version":"vor","intended-application":"text-mining"},{"URL":"https:\/\/www.nature.com\/articles\/s41598-024-73257-3.pdf","content-type":"application\/pdf","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2024,11,8]],"date-time":"2024-11-08T12:05:59Z","timestamp":1731067559000},"score":1,"resource":{"primary":{"URL":"https:\/\/www.nature.com\/articles\/s41598-024-73257-3"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2024,11,5]]},"references-count":45,"journal-issue":{"issue":"1","published-online":{"date-parts":[[2024,12]]}},"alternative-id":["73257"],"URL":"https:\/\/doi.org\/10.1038\/s41598-024-73257-3","relation":{},"ISSN":["2045-2322"],"issn-type":[{"value":"2045-2322","type":"electronic"}],"subject":[],"published":{"date-parts":[[2024,11,5]]},"assertion":[{"value":"20 June 2024","order":1,"name":"received","label":"Received","group":{"name":"ArticleHistory","label":"Article History"}},{"value":"16 September 2024","order":2,"name":"accepted","label":"Accepted","group":{"name":"ArticleHistory","label":"Article History"}},{"value":"5 November 2024","order":3,"name":"first_online","label":"First Online","group":{"name":"ArticleHistory","label":"Article History"}},{"order":1,"name":"Ethics","group":{"name":"EthicsHeading","label":"Declarations"}},{"value":"The author\u2019s declare that the paper is not be submitted simultaneously to another journal. The submitted work is original and has not been published elsewhere in any form or language, and the authors have no conflict of interest regarding this manuscript. The authors agree to participate in submitting our manuscript to this journal, and agree to the publication of our research data in this journal.","order":2,"name":"Ethics","group":{"name":"EthicsHeading","label":"Ethics approval and consent to participate"}},{"value":"We have confirmed.","order":3,"name":"Ethics","group":{"name":"EthicsHeading","label":"Consent for publication"}},{"value":"The authors declare no competing interests.","order":4,"name":"Ethics","group":{"name":"EthicsHeading","label":"Competing interests"}}],"article-number":"26758"}}