{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,9,23]],"date-time":"2026-09-23T00:27:56Z","timestamp":1790123276839,"version":"4.0.1"},"reference-count":42,"publisher":"Wiley","issue":"53","license":[{"start":{"date-parts":[[2017,8,22]],"date-time":"2017-08-22T00:00:00Z","timestamp":1503360000000},"content-version":"vor","delay-in-days":0,"URL":"http:\/\/onlinelibrary.wiley.com\/termsAndConditions#vor"}],"funder":[{"DOI":"10.13039\/501100001691","name":"Japan Society for the Promotion of Science","doi-asserted-by":"publisher","award":["16K13949"],"award-info":[{"award-number":["16K13949"]}],"id":[{"id":"10.13039\/501100001691","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/501100001691","name":"Japan Society for the Promotion of Science","doi-asserted-by":"publisher","award":["16K13097"],"award-info":[{"award-number":["16K13097"]}],"id":[{"id":"10.13039\/501100001691","id-type":"DOI","asserted-by":"publisher"}]}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["Chemistry A European J"],"published-print":{"date-parts":[[2017,9,21]]},"abstract":"<jats:title>Abstract<\/jats:title>\n                  <jats:p>\n                    The substitution of an oxygen atom in rhodols with a phosphine oxide (P=O) moiety affords P=O\u2010bridged rhodols as a new type of near\u2010infrared (NIR) fluorophore. This compound class can be readily accessed upon exposure of the corresponding rhodamines to aqueous basic conditions. The electron\u2010withdrawing effect of the P=O group facilitates the hydrolytic deamination, and, moreover, prolonged exposure to aqueous basic conditions generates P=O\u2010bridged fluoresceins, that is, a series of three P=O\u2010bridged xanthene dyes is available in one simple operation. The P=O\u2010bridged rhodols show significant bathochromic shifts of the longest\u2010wavelength absorption maximum (\u0394\n                    <jats:italic>\u03bb<\/jats:italic>\n                    =125\u2005nm; &gt;3600\u2005cm\n                    <jats:sup>\u22121<\/jats:sup>\n                    ) upon changing the solvent from toluene to water, whereas the emission is shifted less drastically (\u0394\n                    <jats:italic>\u03bb<\/jats:italic>\n                    =70\u2005nm; 1600\u2005cm\n                    <jats:sup>\u22121<\/jats:sup>\n                    ). The hydrogen bonding between the P=O and C=O groups with protic solvents results in substantial stabilization of the LUMO level, which is responsible for the solvatochromism.\n                  <\/jats:p>","DOI":"10.1002\/chem.201703456","type":"journal-article","created":{"date-parts":[[2017,7,27]],"date-time":"2017-07-27T04:28:39Z","timestamp":1501129719000},"page":"13028-13032","source":"Crossref","is-referenced-by-count":58,"title":["Selective Conversion of P=O\u2010Bridged Rhodamines into P=O\u2010Rhodols: Solvatochromic Near\u2010Infrared Fluorophores"],"prefix":"10.1002","volume":"23","author":[{"ORCID":"https:\/\/orcid.org\/0000-0001-6678-4950","authenticated-orcid":false,"given":"Marek","family":"Grzybowski","sequence":"first","affiliation":[{"name":"Institute of Transformative Bio-Molecules (WPI-ITbM) Nagoya University, Furo, Chikusa  Nagoya 464-8602 Japan"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-2185-4593","authenticated-orcid":false,"given":"Masayasu","family":"Taki","sequence":"additional","affiliation":[{"name":"Institute of Transformative Bio-Molecules (WPI-ITbM) Nagoya University, Furo, Chikusa  Nagoya 464-8602 Japan"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-0072-8969","authenticated-orcid":false,"given":"Shigehiro","family":"Yamaguchi","sequence":"additional","affiliation":[{"name":"Institute of Transformative Bio-Molecules (WPI-ITbM) Nagoya University, Furo, Chikusa  Nagoya 464-8602 Japan"},{"name":"Department of Chemistry, Graduate School of Science and Integrated Research Consortium on Chemical Sciences (IRCCS) Nagoya University  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