{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2025,11,2]],"date-time":"2025-11-02T09:21:44Z","timestamp":1762075304278,"version":"build-2065373602"},"reference-count":72,"publisher":"MDPI AG","issue":"21","license":[{"start":{"date-parts":[[2022,11,4]],"date-time":"2022-11-04T00:00:00Z","timestamp":1667520000000},"content-version":"vor","delay-in-days":0,"URL":"https:\/\/creativecommons.org\/licenses\/by\/4.0\/"}],"funder":[{"name":"the Ministry of Education and Science of Ukraine","award":["0122U000760","0121U107533"],"award-info":[{"award-number":["0122U000760","0121U107533"]}]},{"name":"University of Silesia in Katowice","award":["0122U000760","0121U107533"],"award-info":[{"award-number":["0122U000760","0121U107533"]}]}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["Molecules"],"abstract":"<jats:p>Two unique structures were isolated from the phosphorylation reaction of 10H-phenothiazine. The 5,5-dimethyl-2-(10H-phenothiazin-10-yl)-1,3,2-dioxaphosphinane 2-oxide (2a) illustrates the product of N-phosphorylation of phenothiazine. Moreover, a potential product of 2a instability, a thiophosphoric acid 2b, was successfully isolated and structurally characterized. Molecule 2a, similarly to sulfoxide derivative 3, possesses interesting phosphorescence properties due to the presence of d-p\u03c0 bonds. The X-ray, NMR, and DFT computational studies indicate that compound 2a exhibits an anomeric effect. Additionally, the syntheses of selected symmetrical and unsymmetrical pyridine-embedded phenazines were elaborated. To compare the influence of phosphorus and sulfur atoms on the structural characteristics of 10H-phenothiazine derivatives, the high-quality crystals of (4a,12a-dihydro-12H-benzo[5,6][1,4]thiazino[2,3-b]quinoxalin-12-yl)(phenyl)methanone (1) and selected phenazines 5,12-diisopropyl-3,10-dimethyldipyrido[3,2-a:3\u2032,2\u2032-h]phenazine (5) and 5-isopropyl-N,N,3-trimethylpyrido[3,2-a]phenazin-10-amine (6a) were obtained. The structures of molecules 1, 2a, 2-mercapto-5,5-dimethyl-1,3,2-dioxaphosphinane 2-oxide (2b), 3,7-dinitro-10H-phenothiazine 5-oxide (3), 5 and 6a were determined by single-crystal X-ray diffraction measurements.<\/jats:p>","DOI":"10.3390\/molecules27217519","type":"journal-article","created":{"date-parts":[[2022,11,4]],"date-time":"2022-11-04T04:00:51Z","timestamp":1667534451000},"page":"7519","update-policy":"https:\/\/doi.org\/10.3390\/mdpi_crossmark_policy","source":"Crossref","is-referenced-by-count":4,"title":["Synthesis and Spectroscopic Characterization of Selected Phenothiazines and Phenazines Rationalized Based on DFT Calculation"],"prefix":"10.3390","volume":"27","author":[{"ORCID":"https:\/\/orcid.org\/0000-0002-1448-1592","authenticated-orcid":false,"given":"Daniel","family":"Swoboda","sequence":"first","affiliation":[{"name":"Institute of Chemistry, Faculty of Science and Technology, University of Silesia in Katowice, ul. Szkolna 9, 40-007 Katowice, Poland"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-0992-1960","authenticated-orcid":false,"given":"Jacek E.","family":"Nycz","sequence":"additional","affiliation":[{"name":"Institute of Chemistry, Faculty of Science and Technology, University of Silesia in Katowice, ul. Szkolna 9, 40-007 Katowice, Poland"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-9360-2593","authenticated-orcid":false,"given":"Nataliya","family":"Karaush-Karmazin","sequence":"additional","affiliation":[{"name":"Department of Chemistry and Nanomaterials Science, Bohdan Khmelnytsky National University, 18031 Cherkasy, Ukraine"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-9165-9649","authenticated-orcid":false,"given":"Boris","family":"Minaev","sequence":"additional","affiliation":[{"name":"Department of Chemistry and Nanomaterials Science, Bohdan Khmelnytsky National University, 18031 Cherkasy, Ukraine"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-9856-5090","authenticated-orcid":false,"given":"Maria","family":"Ksi\u0105\u017cek","sequence":"additional","affiliation":[{"name":"Institute of Physics, Faculty of Science and Technology, University of Silesia in Katowice, 75 Pu\u0142ku Piechoty 1a, 41-500 Chorz\u00f3w, Poland"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Joachim","family":"Kusz","sequence":"additional","affiliation":[{"name":"Institute of Physics, Faculty of Science and Technology, University of Silesia in Katowice, 75 Pu\u0142ku Piechoty 1a, 41-500 Chorz\u00f3w, Poland"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-7822-8182","authenticated-orcid":false,"given":"Rados\u0142aw","family":"Podsiad\u0142y","sequence":"additional","affiliation":[{"name":"Institute of Polymer and Dye Technology, Faculty of Chemistry, Lodz University of Technology, Stefanowskiego 12\/16, 90-924 Lodz, Poland"}],"role":[{"role":"author","vocabulary":"crossref"}]}],"member":"1968","published-online":{"date-parts":[[2022,11,4]]},"reference":[{"key":"ref_1","doi-asserted-by":"crossref","first-page":"110806","DOI":"10.1016\/j.dyepig.2022.110806","article-title":"Current achievements and perspectives in synthesis and applications of 3,7-disubstituted phenothiazines as Methylene Blue analogues","volume":"208","author":"Padnya","year":"2022","journal-title":"Dye. 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