{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2025,10,11]],"date-time":"2025-10-11T02:04:27Z","timestamp":1760148267883,"version":"build-2065373602"},"reference-count":10,"publisher":"MDPI AG","issue":"2","license":[{"start":{"date-parts":[[2023,4,15]],"date-time":"2023-04-15T00:00:00Z","timestamp":1681516800000},"content-version":"vor","delay-in-days":0,"URL":"https:\/\/creativecommons.org\/licenses\/by\/4.0\/"}],"funder":[{"name":"PT national funds (OE)","award":["UIDB\/50006\/2020","UIDP\/50006\/2020","2022.06064.PTDC","2021.05641.BD"],"award-info":[{"award-number":["UIDB\/50006\/2020","UIDP\/50006\/2020","2022.06064.PTDC","2021.05641.BD"]}]},{"name":"FCT\/MCTES (Funda\u00e7\u00e3o para a Ci\u00eancia e Tecnologia and Minist\u00e9rio da Ci\u00eancia, Tecnologia e Ensino Superior)","award":["UIDB\/50006\/2020","UIDP\/50006\/2020","2022.06064.PTDC","2021.05641.BD"],"award-info":[{"award-number":["UIDB\/50006\/2020","UIDP\/50006\/2020","2022.06064.PTDC","2021.05641.BD"]}]}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["Molbank"],"abstract":"<jats:p>2-Styrylchromones (2-SCs) are interesting compounds for their biological properties as well as versatility as starting materials for further transformations. Herein, we disclose a new 2-SC derivative\u20142,2\u2019-[(1E,1\u2019E)-{[hexa-2,4-diyne-1,6-diylbis(oxy)]bis(2,1-phenylene)}bis(ethene-2,1-diyl)]bis(4H-chromen-4-one)\u2014which is a dimeric compound formed by two units of 2-SC linked through a 1,3-diyne moiety. It was obtained in excellent yield (96%) through the copper-catalyzed homocoupling of two molecules of O-propargyl-2-SC. Its structure was unveiled by 1D (1H and 13C) and 2D (HSQC and HMBC) NMR techniques together with HRMS.<\/jats:p>","DOI":"10.3390\/m1621","type":"journal-article","created":{"date-parts":[[2023,4,17]],"date-time":"2023-04-17T04:45:32Z","timestamp":1681706732000},"page":"M1621","update-policy":"https:\/\/doi.org\/10.3390\/mdpi_crossmark_policy","source":"Crossref","is-referenced-by-count":1,"title":["2,2\u2019-[(1E,1\u2019E)-{[Hexa-2,4-diyne-1,6-diylbis(oxy)]bis(2,1-phenylene)}bis(ethene-2,1-diyl)]bis(4H-chromen-4-one)"],"prefix":"10.3390","volume":"2023","author":[{"ORCID":"https:\/\/orcid.org\/0000-0002-3468-9788","authenticated-orcid":false,"given":"Daniela","family":"Malafaia","sequence":"first","affiliation":[{"name":"LAQV-REQUIMTE, Department of Chemistry, University of Aveiro, 3810-193 Aveiro, Portugal"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-1412-4197","authenticated-orcid":false,"given":"Joana L. C.","family":"Sousa","sequence":"additional","affiliation":[{"name":"LAQV-REQUIMTE, Department of Chemistry, University of Aveiro, 3810-193 Aveiro, Portugal"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-2861-8286","authenticated-orcid":false,"given":"Artur M. S.","family":"Silva","sequence":"additional","affiliation":[{"name":"LAQV-REQUIMTE, Department of Chemistry, University of Aveiro, 3810-193 Aveiro, Portugal"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-5905-3316","authenticated-orcid":false,"given":"H\u00e9lio M. T.","family":"Albuquerque","sequence":"additional","affiliation":[{"name":"LAQV-REQUIMTE, Department of Chemistry, University of Aveiro, 3810-193 Aveiro, Portugal"}]}],"member":"1968","published-online":{"date-parts":[[2023,4,15]]},"reference":[{"key":"ref_1","doi-asserted-by":"crossref","first-page":"3115","DOI":"10.1002\/ejoc.201700003","article-title":"An Overview of 2-Styrylchromones: Natural Occurrence, Synthesis, Reactivity and Biological Properties","volume":"2017","author":"Santos","year":"2017","journal-title":"Eur. J. Org. Chem."},{"key":"ref_2","doi-asserted-by":"crossref","first-page":"1","DOI":"10.2174\/138955710791112550","article-title":"Biological activities of 2-styrylchromones","volume":"10","author":"Gomes","year":"2010","journal-title":"Mini-Rev. Med. Chem."},{"key":"ref_3","doi-asserted-by":"crossref","first-page":"4251","DOI":"10.1039\/C7NJ05185A","article-title":"First intramolecular Diels\u2013Alder reactions using chromone derivatives: Synthesis of chromeno[3,4-b]xanthones and 2-(benzo[c]chromenyl)chromones","volume":"42","author":"Albuquerque","year":"2018","journal-title":"New J. Chem."},{"key":"ref_4","doi-asserted-by":"crossref","unstructured":"Malafaia, D., Oliveira, A., Fernandes, P.A., Ramos, M.J., Albuquerque, H.M.T., and Silva, A.M.S. (2021). Chromeno[3,4-b]xanthones as First-in-Class AChE and A\u03b2 Aggregation Dual-Inhibitors. Int. J. Mol. Sci., 22.","DOI":"10.3390\/ijms22084145"},{"key":"ref_5","doi-asserted-by":"crossref","first-page":"1034","DOI":"10.1002\/anie.200502071","article-title":"Synthesis of Naturally Occurring Polyynes","volume":"45","author":"Tykwinski","year":"2006","journal-title":"Angew. Chem. Int. Ed."},{"key":"ref_6","doi-asserted-by":"crossref","first-page":"1441","DOI":"10.1021\/cs300195r","article-title":"Heterogeneous Catalytic Homocoupling of Terminal Alkynes","volume":"2","author":"Alonso","year":"2012","journal-title":"ACS Catal."},{"key":"ref_7","doi-asserted-by":"crossref","first-page":"5799","DOI":"10.1021\/cr900149d","article-title":"Acetylenic Polymers: Syntheses, Structures, and Functions","volume":"109","author":"Liu","year":"2009","journal-title":"Chem. Rev."},{"key":"ref_8","doi-asserted-by":"crossref","first-page":"2632","DOI":"10.1002\/1521-3773(20000804)39:15<2632::AID-ANIE2632>3.0.CO;2-F","article-title":"Acetylenic Coupling: A Powerful Tool in Molecular Construction","volume":"39","author":"Siemsen","year":"2000","journal-title":"Angew. Chem. Int. Ed."},{"key":"ref_9","doi-asserted-by":"crossref","first-page":"7871","DOI":"10.1016\/j.tet.2010.07.001","article-title":"Homocoupling reactions of alkynes, alkenes and alkyl compounds","volume":"66","author":"Stefani","year":"2010","journal-title":"Tetrahedron"},{"key":"ref_10","doi-asserted-by":"crossref","first-page":"3781","DOI":"10.1080\/00397911.2021.1993922","article-title":"CuI\/Cu(OSO2CF3)2 catalysed convenient approach to dichromenopyridines and triazole-thiazole appended chromone derivatives","volume":"51","author":"Yerrabelly","year":"2021","journal-title":"Synth. Commun."}],"container-title":["Molbank"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/www.mdpi.com\/1422-8599\/2023\/2\/M1621\/pdf","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2025,10,10]],"date-time":"2025-10-10T19:16:38Z","timestamp":1760123798000},"score":1,"resource":{"primary":{"URL":"https:\/\/www.mdpi.com\/1422-8599\/2023\/2\/M1621"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2023,4,15]]},"references-count":10,"journal-issue":{"issue":"2","published-online":{"date-parts":[[2023,6]]}},"alternative-id":["M1621"],"URL":"https:\/\/doi.org\/10.3390\/m1621","relation":{},"ISSN":["1422-8599"],"issn-type":[{"type":"electronic","value":"1422-8599"}],"subject":[],"published":{"date-parts":[[2023,4,15]]}}}