{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,10,10]],"date-time":"2026-10-10T07:49:46Z","timestamp":1791618586299,"version":"4.3.4"},"reference-count":54,"publisher":"Wiley","license":[{"start":{"date-parts":[[2026,10,10]],"date-time":"2026-10-10T00:00:00Z","timestamp":1791590400000},"content-version":"vor","delay-in-days":0,"URL":"http:\/\/creativecommons.org\/licenses\/by\/4.0\/"},{"start":{"date-parts":[[2026,10,10]],"date-time":"2026-10-10T00:00:00Z","timestamp":1791590400000},"content-version":"tdm","delay-in-days":0,"URL":"http:\/\/doi.wiley.com\/10.1002\/tdm_license_1.1"}],"content-domain":{"domain":["chemistry-europe.onlinelibrary.wiley.com"],"crossmark-restriction":true},"short-container-title":["Chemistry A European J"],"abstract":"<jats:title>ABSTRACT<\/jats:title>\n                  <jats:p>Boron\u2010containing compounds have received special interest over the last few years owing to their favorable photophysical characteristics, stimulating their use as fluorescent sensors, in bioimaging and mechanofluorochromic materials. However, their synthesis is often time\u2010consuming and requires specialized protocols. Here, we report the design and synthesis of a novel class of monofluoroborate compounds featuring \u03c0\u2010expanded coumarin subunits, with simple access in relatively high yields, and investigate, by computational and experimental approaches, their photophysical properties in solution and in the solid state. These compounds exhibit intense absorption in the 350\u2013450\u00a0nm range and show fluorescence in the solid state, while are not luminescent in solution. The absence of emission in fluid solution is ascribed to ultrafast radiationless decay via conical intersection, as suggested by computational data. Ultrafast pump\u2013probe transient absorption spectroscopy in fluid solution confirms the excited\u2010state computed data, indicating that the excited state decays within few picoseconds to the ground state. The structural rearrangement needed for reaching the conical intersection is inhibited in the solid state thanks to the presence of dimers with restricted geometrical flexibility, as evidenced by crystallographic studies and calculations, giving rise to solid\u2010state emission.<\/jats:p>","DOI":"10.1002\/chem.71756","type":"journal-article","created":{"date-parts":[[2026,10,10]],"date-time":"2026-10-10T07:33:51Z","timestamp":1791617631000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":0,"title":["Boron Monofluoride Complexes Bearing \u03c0\u2010Expanded Coumarin Subunits: Facile Synthesis, Crystal Structure, and Solid\u2010State Enhanced Emission"],"prefix":"10.1002","author":[{"ORCID":"https:\/\/orcid.org\/0000-0001-5274-267X","authenticated-orcid":false,"given":"Amine","family":"Assel","sequence":"first","affiliation":[{"name":"Department of Chemical, Biological, Pharmaceutical and Environmental Sciences University of Messina  Messina Italy"},{"name":"Laboratory of Heterocyclic Chemistry, Natural Products and Reactivity (LR11ES39), Team: Medicinal Chemistry and Natural Products, Faculty of Science of Monastir University of Monastir  Monastir Tunisia"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-8579-859X","authenticated-orcid":false,"given":"Fausto","family":"Puntoriero","sequence":"additional","affiliation":[{"name":"Department of Chemical, Biological, Pharmaceutical and Environmental Sciences University of Messina  Messina Italy"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0009-0004-7818-8573","authenticated-orcid":false,"given":"Mohamed","family":"Chellegui","sequence":"additional","affiliation":[{"name":"Laboratory of Organic Chemistry (LR17ES08), Faculty of Sciences University of Sfax  Sfax Tunisia"},{"name":"Namur Institute of Structured Matter University of Namur  Namur Belgium"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Antonio","family":"Santoro","sequence":"additional","affiliation":[{"name":"Department of Chemical, Biological, Pharmaceutical and Environmental Sciences University of Messina  Messina Italy"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-6894-5751","authenticated-orcid":false,"given":"Francesco","family":"Nicol\u00f2","sequence":"additional","affiliation":[{"name":"Department of Chemical, Biological, Pharmaceutical and Environmental Sciences University of Messina  Messina Italy"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0009-0003-9943-3198","authenticated-orcid":false,"given":"Mayssa","family":"Zayene","sequence":"additional","affiliation":[{"name":"Laboratory of Heterocyclic Chemistry, Natural Products and Reactivity (LR11ES39), Team: Medicinal Chemistry and Natural Products, Faculty of Science of Monastir University of Monastir  Monastir Tunisia"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Hichem Ben","family":"Jannet","sequence":"additional","affiliation":[{"name":"Laboratory of Heterocyclic Chemistry, Natural Products and Reactivity (LR11ES39), Team: Medicinal Chemistry and Natural Products, Faculty of Science of Monastir University of Monastir  Monastir Tunisia"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-8126-7652","authenticated-orcid":false,"given":"Alessandro","family":"Auditore","sequence":"additional","affiliation":[{"name":"Department of Chemical Sciences University of Catania  Catania Italy"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Tianhong","family":"Yan","sequence":"additional","affiliation":[{"name":"Institute of Chemistry for Life and Health Sciences (iCLeHS UMR 8060), ChimieParisTech \u2010PSL CNRS PSL University  Paris France"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0009-0007-4694-9448","authenticated-orcid":false,"given":"Alessandro","family":"Amadeo","sequence":"additional","affiliation":[{"name":"Department of Chemical, Biological, Pharmaceutical and Environmental Sciences University of Messina  Messina Italy"},{"name":"Institute of Chemistry for Life and Health Sciences (iCLeHS UMR 8060), ChimieParisTech \u2010PSL CNRS PSL University  Paris France"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-1967-2769","authenticated-orcid":false,"given":"Fr\u00e9d\u00e9ric","family":"Labat","sequence":"additional","affiliation":[{"name":"Institute of Chemistry for Life and Health Sciences (iCLeHS UMR 8060), ChimieParisTech \u2010PSL CNRS PSL University  Paris France"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-5391-4522","authenticated-orcid":false,"given":"Ilaria","family":"Ciofini","sequence":"additional","affiliation":[{"name":"Institute of Chemistry for Life and Health Sciences (iCLeHS UMR 8060), ChimieParisTech \u2010PSL CNRS PSL University  Paris France"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-3385-2528","authenticated-orcid":false,"given":"Sebastiano","family":"Campagna","sequence":"additional","affiliation":[{"name":"Department of Chemical, Biological, Pharmaceutical and Environmental Sciences University of Messina  Messina Italy"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"311","published-online":{"date-parts":[[2026,10,10]]},"reference":[{"key":"e_1_2_9_2_1","doi-asserted-by":"publisher","DOI":"10.1002\/adom.202001994"},{"key":"e_1_2_9_3_1","doi-asserted-by":"publisher","DOI":"10.1002\/admi.202400114"},{"key":"e_1_2_9_4_1","doi-asserted-by":"publisher","DOI":"10.1002\/9783527667390"},{"key":"e_1_2_9_5_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.accounts.9b00416"},{"key":"e_1_2_9_6_1","doi-asserted-by":"publisher","DOI":"10.1002\/adhm.202202932"},{"key":"e_1_2_9_7_1","doi-asserted-by":"publisher","DOI":"10.1002\/anie.200702070"},{"key":"e_1_2_9_8_1","doi-asserted-by":"publisher","DOI":"10.1039\/D5TB01531F"},{"key":"e_1_2_9_9_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.chemrev.5b00263"},{"key":"e_1_2_9_10_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.analchem.4c00321"},{"key":"e_1_2_9_11_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.joc.7b00234"},{"key":"e_1_2_9_12_1","doi-asserted-by":"publisher","DOI":"10.3389\/fchem.2019.00712"},{"key":"e_1_2_9_13_1","doi-asserted-by":"publisher","DOI":"10.1002\/chem.201702869"},{"key":"e_1_2_9_14_1","doi-asserted-by":"publisher","DOI":"10.3390\/s23031689"},{"key":"e_1_2_9_15_1","doi-asserted-by":"publisher","DOI":"10.1039\/D1CP03452F"},{"key":"e_1_2_9_16_1","doi-asserted-by":"publisher","DOI":"10.1021\/jo400443p"},{"key":"e_1_2_9_17_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.joc.1c01234"},{"key":"e_1_2_9_18_1","doi-asserted-by":"publisher","DOI":"10.1002\/marc.202000566"},{"key":"e_1_2_9_19_1","doi-asserted-by":"publisher","DOI":"10.1002\/anie.202404178"},{"key":"e_1_2_9_20_1","doi-asserted-by":"publisher","DOI":"10.1002\/asia.202301136"},{"key":"e_1_2_9_21_1","doi-asserted-by":"publisher","DOI":"10.1039\/D4DT03412H"},{"key":"e_1_2_9_22_1","doi-asserted-by":"publisher","DOI":"10.1021\/ol201321x"},{"key":"e_1_2_9_23_1","doi-asserted-by":"publisher","DOI":"10.1039\/D0CC06921K"},{"key":"e_1_2_9_24_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.dyepig.2019.107619"},{"key":"e_1_2_9_25_1","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201506614"},{"key":"e_1_2_9_26_1","doi-asserted-by":"publisher","DOI":"10.1039\/D3OB01724K"},{"key":"e_1_2_9_27_1","unstructured":"CCDC 2515347 contains the supplementary crystallographic data which can be obtained free of charge via www.ccdc.cam.ac.uk\/conts\/retrieving.html or from the Cambridge Crystallographic Data Centre 12 Union Road Cambridge CB2 1EZ UK; fax: (+44) 1223 336033 or e\u2010mail: deposit@ccdc.cam.ac.uk."},{"key":"e_1_2_9_28_1","doi-asserted-by":"publisher","DOI":"10.1107\/S205322961901724X"},{"key":"e_1_2_9_29_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.ica.2018.11.052"},{"key":"e_1_2_9_30_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.molstruc.2013.03.024"},{"key":"e_1_2_9_31_1","doi-asserted-by":"publisher","DOI":"10.1021\/jp810292n"},{"key":"e_1_2_9_32_1","doi-asserted-by":"publisher","DOI":"10.1063\/1.478522"},{"key":"e_1_2_9_33_1","doi-asserted-by":"publisher","DOI":"10.1021\/ct200308m"},{"key":"e_1_2_9_34_1","doi-asserted-by":"publisher","DOI":"10.1080\/00268970500417762"},{"key":"e_1_2_9_35_1","doi-asserted-by":"publisher","DOI":"10.1063\/1.5123627"},{"key":"e_1_2_9_36_1","doi-asserted-by":"publisher","DOI":"10.1002\/jcc.21759"},{"key":"e_1_2_9_37_1","unstructured":"APEX4 Version 2022.10\u20100 ; Bruker AXS Inc.: Madison WI 2022."},{"key":"e_1_2_9_38_1","volume-title":"SAINT, Version 8.40B; Bruker AXS Inc","year":"2016"},{"key":"e_1_2_9_39_1","first-page":"3","article-title":"SHELXT\u2014Integrated Space\u2010Group and Crystal\u2010Structure Determination","volume":"71","author":"Sheldrick G. M.","year":"2015","journal-title":"Acta Crystallographica"},{"key":"e_1_2_9_40_1","doi-asserted-by":"publisher","DOI":"10.1107\/S0021889808042726"},{"key":"e_1_2_9_41_1","first-page":"3","article-title":"Crystal Structure Refinement With SHELXL","volume":"71","author":"Sheldrick G. M.","year":"2015","journal-title":"Acta Crystallographica"},{"key":"e_1_2_9_42_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.jctc.2c00958"},{"key":"e_1_2_9_43_1","unstructured":"M. J.Frisch G. W.Trucks H. B.Schlegel et\u00a0al. Gaussian 16 Rev. C.01 Wallingford CT 2016."},{"key":"e_1_2_9_44_1","doi-asserted-by":"publisher","DOI":"10.1063\/1.1677527"},{"key":"e_1_2_9_45_1","doi-asserted-by":"publisher","DOI":"10.1063\/1.447079"},{"key":"e_1_2_9_46_1","doi-asserted-by":"publisher","DOI":"10.1007\/BF00533485"},{"key":"e_1_2_9_47_1","doi-asserted-by":"crossref","unstructured":"F.Neese \u201cSoftware Update: The ORCA Program System\u2010Version 6.0 \u201d15(2025):e70019 https:\/\/doi.org\/10.1002\/wcms.70019.","DOI":"10.1002\/wcms.70019"},{"key":"e_1_2_9_48_1","doi-asserted-by":"crossref","unstructured":"F.Neese \u201cThe ORCA Program System \u201d2(2012):73\u201378 https:\/\/doi.org\/10.1002\/wcms.81.","DOI":"10.1002\/wcms.81"},{"key":"e_1_2_9_49_1","doi-asserted-by":"publisher","DOI":"10.1063\/1.1558471"},{"key":"e_1_2_9_50_1","doi-asserted-by":"publisher","DOI":"10.1021\/ja100936w"},{"key":"e_1_2_9_51_1","doi-asserted-by":"publisher","DOI":"10.1039\/c2cp41395g"},{"key":"e_1_2_9_52_1","doi-asserted-by":"publisher","DOI":"10.1107\/S0021889813020098"},{"key":"e_1_2_9_53_1","doi-asserted-by":"publisher","DOI":"10.1002\/ijch.201300024"},{"key":"e_1_2_9_54_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.jctc.6b00263"},{"key":"e_1_2_9_55_1","doi-asserted-by":"publisher","DOI":"10.1002\/jcc.26534"}],"container-title":["Chemistry \u2013 A European Journal"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/chemistry-europe.onlinelibrary.wiley.com\/doi\/pdf\/10.1002\/chem.71756","content-type":"application\/pdf","content-version":"vor","intended-application":"text-mining"},{"URL":"https:\/\/chemistry-europe.onlinelibrary.wiley.com\/doi\/full-xml\/10.1002\/chem.71756","content-type":"application\/xml","content-version":"vor","intended-application":"text-mining"},{"URL":"https:\/\/chemistry-europe.onlinelibrary.wiley.com\/doi\/pdf\/10.1002\/chem.71756","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2026,10,10]],"date-time":"2026-10-10T07:33:53Z","timestamp":1791617633000},"score":1,"resource":{"primary":{"URL":"https:\/\/chemistry-europe.onlinelibrary.wiley.com\/doi\/10.1002\/chem.71756"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2026,10,10]]},"references-count":54,"alternative-id":["10.1002\/chem.71756"],"URL":"https:\/\/doi.org\/10.1002\/chem.71756","archive":["Portico"],"relation":{},"ISSN":["0947-6539","1521-3765"],"issn-type":[{"value":"0947-6539","type":"print"},{"value":"1521-3765","type":"electronic"}],"subject":[],"published":{"date-parts":[[2026,10,10]]},"assertion":[{"value":"2026-07-08","order":0,"name":"received","label":"Received","group":{"name":"publication_history","label":"Publication History"}},{"value":"2026-09-18","order":2,"name":"accepted","label":"Accepted","group":{"name":"publication_history","label":"Publication History"}},{"value":"2026-10-10","order":3,"name":"published","label":"Published","group":{"name":"publication_history","label":"Publication History"}}],"article-number":"e71756"}}