{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,8,4]],"date-time":"2026-08-04T03:42:11Z","timestamp":1785814931557,"version":"3.56.0"},"reference-count":50,"publisher":"Wiley","issue":"1","license":[{"start":{"date-parts":[[2024,11,5]],"date-time":"2024-11-05T00:00:00Z","timestamp":1730764800000},"content-version":"vor","delay-in-days":0,"URL":"http:\/\/onlinelibrary.wiley.com\/termsAndConditions#vor"}],"content-domain":{"domain":["chemistry-europe.onlinelibrary.wiley.com"],"crossmark-restriction":true},"short-container-title":["ChemPhysChem"],"published-print":{"date-parts":[[2025,1,2]]},"abstract":"<jats:title>Abstract<\/jats:title><jats:p>Two novel diarylethene\u2010fused subporphyrinoids were prepared and characterized. A mono diarylethene derivative was obtained <jats:italic>via<\/jats:italic> a statistical condensation reaction with 2\u2005eq. of 1,2\u2010dicyanobenzene and 1\u2005eq. of thiophene\u2010disubstituted butenedinitrile. The symmetric triply diarylethene\u2010fused subporphyrazine was synthesized <jats:italic>via<\/jats:italic> a cyclotrimerization reaction of the thiophene\u2010disubstituted butenedinitrile derivative. These compounds were characterized by NMR spectroscopy and high\u2010resolution mass spectrometry. The spectroscopic properties have been measured in hexane and in chloroform. The mono diarylethene\u2010fused\u2010type compound showed photochromism at 580\u2005nm and &gt;700\u2005nm wavelength, accompanied by degradation. According to DFT calculations, photoreactivity likely depends on the contribution of aromatic feature of pyrrole ring bonded to two thiophene rings.<\/jats:p>","DOI":"10.1002\/cphc.202400615","type":"journal-article","created":{"date-parts":[[2024,9,21]],"date-time":"2024-09-21T01:23:54Z","timestamp":1726881834000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":6,"title":["Synthesis and Spectroscopic Properties of Diarylethene\u2010Subporphyrinoid Hybrids"],"prefix":"10.1002","volume":"26","author":[{"given":"Taichi","family":"Muto","sequence":"first","affiliation":[{"name":"Division of Materials Science Nara Institute of Science and Technology  8916-5 Takayama Ikoma, Nara 630-0192 Japan"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Nanari","family":"Tamiya","sequence":"additional","affiliation":[{"name":"Department of Applied Chemistry Graduate School of Science and Engineering Doshisha University  1-3 Tataramiyakodani Kyotanabe, Kyoto 610-0321 Japan"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Akuto","family":"Takagi","sequence":"additional","affiliation":[{"name":"Department of Applied Chemistry Graduate School of Science and Engineering Doshisha University  1-3 Tataramiyakodani Kyotanabe, Kyoto 610-0321 Japan"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Tadashi","family":"Mizutani","sequence":"additional","affiliation":[{"name":"Department of Applied Chemistry Graduate School of Science and Engineering Doshisha University  1-3 Tataramiyakodani Kyotanabe, Kyoto 610-0321 Japan"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Didier","family":"Bourissou","sequence":"additional","affiliation":[{"name":"Laboratoire H\u00e9t\u00e9rochimie Fondamentale et Appliqu\u00e9e (UMR 5069) Universit\u00e9 de Toulouse (UPS) CNRS  118 route de Narbonne F-31062 Toulouse France"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Gw\u00e9na\u00ebl","family":"Rapenne","sequence":"additional","affiliation":[{"name":"Division of Materials Science Nara Institute of Science and Technology  8916-5 Takayama Ikoma, Nara 630-0192 Japan"},{"name":"International Collaborative Laboratory for Interfaces Molecules and Materials NAIST- Universit\u00e9 de Toulouse (UPS)  118 route de Narbonne 31062 Toulouse, Cedex 9 France"},{"name":"CEMES Universit\u00e9 de Toulouse CNRS  F-31055 Toulouse, Cedex 4 France"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-3789-6600","authenticated-orcid":false,"given":"Mihoko","family":"Yamada","sequence":"additional","affiliation":[{"name":"Division of Materials Science Nara Institute of Science and Technology  8916-5 Takayama Ikoma, Nara 630-0192 Japan"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Tsuyoshi","family":"Kawai","sequence":"additional","affiliation":[{"name":"Division of Materials Science Nara Institute of Science and Technology  8916-5 Takayama Ikoma, Nara 630-0192 Japan"},{"name":"International Collaborative Laboratory for Interfaces Molecules and Materials NAIST- Universit\u00e9 de Toulouse (UPS)  118 route de Narbonne 31062 Toulouse, Cedex 9 France"},{"name":"Medilux Research Center Nara Institute of Science and Technology  8916-5 Takayama Ikoma, Nara 630-0192 Japan"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"311","published-online":{"date-parts":[[2024,11,5]]},"reference":[{"key":"e_1_2_8_1_1","unstructured":"\u00a0"},{"key":"e_1_2_8_2_2","doi-asserted-by":"publisher","DOI":"10.1021\/jo00239a022"},{"key":"e_1_2_8_3_2","doi-asserted-by":"publisher","DOI":"10.1021\/cr980069d"},{"key":"e_1_2_8_4_2","doi-asserted-by":"publisher","DOI":"10.1021\/cr500249p"},{"key":"e_1_2_8_5_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201909613"},{"key":"e_1_2_8_6_1","unstructured":"\u00a0"},{"key":"e_1_2_8_7_2","doi-asserted-by":"publisher","DOI":"10.1126\/science.291.5509.1769"},{"key":"e_1_2_8_8_2","doi-asserted-by":"publisher","DOI":"10.1021\/jp0115648"},{"key":"e_1_2_8_9_2","doi-asserted-by":"publisher","DOI":"10.1039\/B208419H"},{"key":"e_1_2_8_10_1","unstructured":"\u00a0"},{"key":"e_1_2_8_11_2","doi-asserted-by":"publisher","DOI":"10.1039\/b100330p"},{"key":"e_1_2_8_12_2","first-page":"759","volume":"420","author":"Irie M.","year":"2002","journal-title":"Science."},{"key":"e_1_2_8_13_2","doi-asserted-by":"publisher","DOI":"10.1021\/ja110686t"},{"key":"e_1_2_8_14_1","unstructured":"\u00a0"},{"key":"e_1_2_8_15_2","doi-asserted-by":"publisher","DOI":"10.1002\/adom.201701278"},{"key":"e_1_2_8_16_2","first-page":"116e21","volume":"50","author":"Krayushkin A. M.","year":"2001","journal-title":"Russ. Chem. Bull."},{"key":"e_1_2_8_17_2","doi-asserted-by":"publisher","DOI":"10.1023\/A:1009541605405"},{"key":"e_1_2_8_18_2","doi-asserted-by":"publisher","DOI":"10.1039\/b311334e"},{"key":"e_1_2_8_19_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201006844"},{"key":"e_1_2_8_20_2","doi-asserted-by":"publisher","DOI":"10.1002\/ejoc.201100676"},{"key":"e_1_2_8_21_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.dyepig.2010.04.004"},{"key":"e_1_2_8_22_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.dyepig.2011.05.027"},{"key":"e_1_2_8_23_2","doi-asserted-by":"publisher","DOI":"10.1002\/chem.200900581"},{"key":"e_1_2_8_24_2","doi-asserted-by":"publisher","DOI":"10.1039\/c2cc35587f"},{"key":"e_1_2_8_25_2","doi-asserted-by":"publisher","DOI":"10.1002\/chem.202302693"},{"key":"e_1_2_8_26_2","doi-asserted-by":"publisher","DOI":"10.1039\/c2cc35587f"},{"key":"e_1_2_8_27_1","unstructured":"\u00a0"},{"key":"e_1_2_8_28_2","doi-asserted-by":"publisher","DOI":"10.1002\/1521-4095(20020618)14:12<918::AID-ADMA918>3.0.CO;2-Y"},{"key":"e_1_2_8_29_2","doi-asserted-by":"publisher","DOI":"10.1002\/adfm.200390035"},{"key":"e_1_2_8_30_1","doi-asserted-by":"publisher","DOI":"10.1002\/chem.202201286"},{"key":"e_1_2_8_31_1","doi-asserted-by":"publisher","DOI":"10.1007\/BF00912939"},{"key":"e_1_2_8_32_1","doi-asserted-by":"publisher","DOI":"10.1039\/D2CS00280A"},{"key":"e_1_2_8_33_1","doi-asserted-by":"publisher","DOI":"10.1039\/C4CC01526F"},{"key":"e_1_2_8_34_1","doi-asserted-by":"publisher","DOI":"10.1142\/S108842461650067X"},{"key":"e_1_2_8_35_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.orglett.3c04320"},{"key":"e_1_2_8_36_1","doi-asserted-by":"publisher","DOI":"10.1002\/1521-4095(200011)12:21<1597::AID-ADMA1597>3.0.CO;2-Q"},{"key":"e_1_2_8_37_1","doi-asserted-by":"publisher","DOI":"10.1002\/chem.201201123"},{"key":"e_1_2_8_38_1","doi-asserted-by":"publisher","DOI":"10.1021\/je3005112"},{"key":"e_1_2_8_39_1","doi-asserted-by":"publisher","DOI":"10.1021\/cr400088w"},{"key":"e_1_2_8_40_1","doi-asserted-by":"crossref","unstructured":"C.\u2005G. Claessens D. Gonz\u00e1lez-Rodr\u00edguez B. del\u2005Rey T. Torres G. Mark H.-P. Schuchmann C. von\u2005Sonntag J.\u2005G. MacDonald R.\u2005S. Nohr Eur. J. Org. Chem.2003 14 2547.","DOI":"10.1002\/ejoc.200300169"},{"key":"e_1_2_8_41_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.inoche.2017.04.025"},{"key":"e_1_2_8_42_1","doi-asserted-by":"publisher","DOI":"10.1002\/chem.200400787"},{"key":"e_1_2_8_43_1","unstructured":"The light irradiation was carried out in a quartz flask with a diluted hexane solution of SubPc-DE1. After irradiation the hexane solvent was evaporated and1H NMR sample was prepared by dissolving the residue again in CDCl3."},{"key":"e_1_2_8_44_1","doi-asserted-by":"publisher","DOI":"10.1021\/cr030088"},{"key":"e_1_2_8_45_1","doi-asserted-by":"crossref","unstructured":"S. Kobatake K. Uchida E. Tsuchida M. Irie Chem. Commun.2002 23 2804.","DOI":"10.1039\/B208419H"},{"key":"e_1_2_8_46_1","doi-asserted-by":"publisher","DOI":"10.1002\/cjoc.201200643"},{"key":"e_1_2_8_47_1","unstructured":"\u00a0"},{"key":"e_1_2_8_48_2","doi-asserted-by":"publisher","DOI":"10.1021\/acs.jpclett.2c01903"},{"key":"e_1_2_8_49_2","doi-asserted-by":"publisher","DOI":"10.1246\/cl.220404"},{"key":"e_1_2_8_50_1","doi-asserted-by":"publisher","DOI":"10.1002\/chem.201301566"}],"container-title":["ChemPhysChem"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/chemistry-europe.onlinelibrary.wiley.com\/doi\/pdf\/10.1002\/cphc.202400615","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2025,10,14]],"date-time":"2025-10-14T07:29:31Z","timestamp":1760426971000},"score":1,"resource":{"primary":{"URL":"https:\/\/chemistry-europe.onlinelibrary.wiley.com\/doi\/10.1002\/cphc.202400615"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2024,11,5]]},"references-count":50,"journal-issue":{"issue":"1","published-print":{"date-parts":[[2025,1,2]]}},"alternative-id":["10.1002\/cphc.202400615"],"URL":"https:\/\/doi.org\/10.1002\/cphc.202400615","archive":["Portico"],"relation":{},"ISSN":["1439-4235","1439-7641"],"issn-type":[{"value":"1439-4235","type":"print"},{"value":"1439-7641","type":"electronic"}],"subject":[],"published":{"date-parts":[[2024,11,5]]},"assertion":[{"value":"2024-06-08","order":0,"name":"received","label":"Received","group":{"name":"publication_history","label":"Publication History"}},{"value":"2024-11-05","order":3,"name":"published","label":"Published","group":{"name":"publication_history","label":"Publication History"}}],"article-number":"e202400615"}}