Synthesis and Characterization of Molecules Containing Thiazole and Oxazole Moieties and Study of ESIPT Phenomenon
Two novel ESIPT molecules, 2-[4-(1,3-benzothiazol-2-yl)naphtho[1,2- d ][1,3]oxazol-2-yl]phenol 9a and 4-[4-(1,3-benzothiazol-2-yl)naphtho[1,2- d ][1,3]oxazol-2-yl]benzene-1,3-diol 9b were synthesized by condensing 1-amino-3-(1,3-benzothiazol-2-yl)naphthalen-2-ol with 2-hydroxybenzoic acid and 2,4-di...
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Veröffentlicht in: | Journal of fluorescence 2012-09, Vol.22 (5), p.1237-1248 |
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creator | Satam, Manjaree A. Raut, Rajesh K. Tathe, Abhinav B. Sekar, N |
description | Two novel ESIPT molecules, 2-[4-(1,3-benzothiazol-2-yl)naphtho[1,2-
d
][1,3]oxazol-2-yl]phenol
9a
and 4-[4-(1,3-benzothiazol-2-yl)naphtho[1,2-
d
][1,3]oxazol-2-yl]benzene-1,3-diol
9b
were synthesized by condensing 1-amino-3-(1,3-benzothiazol-2-yl)naphthalen-2-ol with 2-hydroxybenzoic acid and 2,4-dihydroxybenzoic acid respectively. The novel compounds were characterized by FT-IR,
1
H NMR, Mass spectral and elemental analysis. Effect of polarity on photo physical properties, absorption and emission were studied. Compounds showed single absorption and dual emission due to ESIPT phenomenon. The structural changes due to ESIPT phenomenon in terms of bond angle, bond distances and geometry were investigated by using Gaussian 03 software. These two novel ESIPT molecules are thermally stable up to 200 °C. |
doi_str_mv | 10.1007/s10895-012-1064-y |
format | Article |
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d
][1,3]oxazol-2-yl]phenol
9a
and 4-[4-(1,3-benzothiazol-2-yl)naphtho[1,2-
d
][1,3]oxazol-2-yl]benzene-1,3-diol
9b
were synthesized by condensing 1-amino-3-(1,3-benzothiazol-2-yl)naphthalen-2-ol with 2-hydroxybenzoic acid and 2,4-dihydroxybenzoic acid respectively. The novel compounds were characterized by FT-IR,
1
H NMR, Mass spectral and elemental analysis. Effect of polarity on photo physical properties, absorption and emission were studied. Compounds showed single absorption and dual emission due to ESIPT phenomenon. The structural changes due to ESIPT phenomenon in terms of bond angle, bond distances and geometry were investigated by using Gaussian 03 software. These two novel ESIPT molecules are thermally stable up to 200 °C.</description><identifier>ISSN: 1053-0509</identifier><identifier>EISSN: 1573-4994</identifier><identifier>DOI: 10.1007/s10895-012-1064-y</identifier><identifier>PMID: 22684801</identifier><language>eng</language><publisher>Boston: Springer US</publisher><subject>Analytical Chemistry ; Biochemistry ; Biological and Medical Physics ; Biomedical and Life Sciences ; Biomedicine ; Biophysics ; Biotechnology ; Chemistry Techniques, Synthetic ; Dimethylformamide - chemistry ; Models, Molecular ; Molecular Conformation ; Original Paper ; Oxazoles - chemistry ; Protons ; Quantum Theory ; Solvents - chemistry ; Spectrometry, Fluorescence ; Temperature ; Thiazoles - chemical synthesis ; Thiazoles - chemistry</subject><ispartof>Journal of fluorescence, 2012-09, Vol.22 (5), p.1237-1248</ispartof><rights>Springer Science+Business Media, LLC 2012</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c377t-896a0919662ba21977174ff6f57547dda69e19020d94385ed11c0365355ecff63</citedby><cites>FETCH-LOGICAL-c377t-896a0919662ba21977174ff6f57547dda69e19020d94385ed11c0365355ecff63</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://link.springer.com/content/pdf/10.1007/s10895-012-1064-y$$EPDF$$P50$$Gspringer$$H</linktopdf><linktohtml>$$Uhttps://link.springer.com/10.1007/s10895-012-1064-y$$EHTML$$P50$$Gspringer$$H</linktohtml><link.rule.ids>314,777,781,27905,27906,41469,42538,51300</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/22684801$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Satam, Manjaree A.</creatorcontrib><creatorcontrib>Raut, Rajesh K.</creatorcontrib><creatorcontrib>Tathe, Abhinav B.</creatorcontrib><creatorcontrib>Sekar, N</creatorcontrib><title>Synthesis and Characterization of Molecules Containing Thiazole and Oxazole Moieties and Study of ESIPT Phenomenon</title><title>Journal of fluorescence</title><addtitle>J Fluoresc</addtitle><addtitle>J Fluoresc</addtitle><description>Two novel ESIPT molecules, 2-[4-(1,3-benzothiazol-2-yl)naphtho[1,2-
d
][1,3]oxazol-2-yl]phenol
9a
and 4-[4-(1,3-benzothiazol-2-yl)naphtho[1,2-
d
][1,3]oxazol-2-yl]benzene-1,3-diol
9b
were synthesized by condensing 1-amino-3-(1,3-benzothiazol-2-yl)naphthalen-2-ol with 2-hydroxybenzoic acid and 2,4-dihydroxybenzoic acid respectively. The novel compounds were characterized by FT-IR,
1
H NMR, Mass spectral and elemental analysis. Effect of polarity on photo physical properties, absorption and emission were studied. Compounds showed single absorption and dual emission due to ESIPT phenomenon. The structural changes due to ESIPT phenomenon in terms of bond angle, bond distances and geometry were investigated by using Gaussian 03 software. These two novel ESIPT molecules are thermally stable up to 200 °C.</description><subject>Analytical Chemistry</subject><subject>Biochemistry</subject><subject>Biological and Medical Physics</subject><subject>Biomedical and Life Sciences</subject><subject>Biomedicine</subject><subject>Biophysics</subject><subject>Biotechnology</subject><subject>Chemistry Techniques, Synthetic</subject><subject>Dimethylformamide - chemistry</subject><subject>Models, Molecular</subject><subject>Molecular Conformation</subject><subject>Original Paper</subject><subject>Oxazoles - chemistry</subject><subject>Protons</subject><subject>Quantum Theory</subject><subject>Solvents - chemistry</subject><subject>Spectrometry, Fluorescence</subject><subject>Temperature</subject><subject>Thiazoles - chemical synthesis</subject><subject>Thiazoles - chemistry</subject><issn>1053-0509</issn><issn>1573-4994</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2012</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNp9kEtPwzAQhC0EgvL4AVxQjlwC6ySO4yOqykNqRaWWs-Umm9YotcFOJNJfj0sKRw6rHWm_GWmHkGsKdxSA33sKhWAx0CSmkGdxf0RGlPE0zoTIjoMGlsbAQJyRc-_fAUAUWXFKzpIkDwLoiLhFb9oNeu0jZapovFFOlS06vVOttiaydTSzDZZdgz4aW9MqbbRZR8uNVrtw-HG9fg16ZjW2GoeoRdtV_d4_WbzMl9F8g8Zuw5hLclKrxuPVYV-Qt8fJcvwcT1-fXsYP07hMOW_jQuQKBBV5nqxUQgXnlGd1ndeMs4xXlcoFUgEJVCJLC4YVpSWkOUsZwzJw6QW5HXI_nP3s0Ldyq32JTaMM2s5LGuiCc0ZFQOmAls5677CWH05vlesDJPdVy6FqGaqW-6plHzw3h_hutcXqz_HbbQCSAfDhZNbo5LvtnAkv_5P6Depnif8</recordid><startdate>20120901</startdate><enddate>20120901</enddate><creator>Satam, Manjaree A.</creator><creator>Raut, Rajesh K.</creator><creator>Tathe, Abhinav B.</creator><creator>Sekar, N</creator><general>Springer US</general><scope>CGR</scope><scope>CUY</scope><scope>CVF</scope><scope>ECM</scope><scope>EIF</scope><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7X8</scope></search><sort><creationdate>20120901</creationdate><title>Synthesis and Characterization of Molecules Containing Thiazole and Oxazole Moieties and Study of ESIPT Phenomenon</title><author>Satam, Manjaree A. ; Raut, Rajesh K. ; Tathe, Abhinav B. ; Sekar, N</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c377t-896a0919662ba21977174ff6f57547dda69e19020d94385ed11c0365355ecff63</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2012</creationdate><topic>Analytical Chemistry</topic><topic>Biochemistry</topic><topic>Biological and Medical Physics</topic><topic>Biomedical and Life Sciences</topic><topic>Biomedicine</topic><topic>Biophysics</topic><topic>Biotechnology</topic><topic>Chemistry Techniques, Synthetic</topic><topic>Dimethylformamide - chemistry</topic><topic>Models, Molecular</topic><topic>Molecular Conformation</topic><topic>Original Paper</topic><topic>Oxazoles - chemistry</topic><topic>Protons</topic><topic>Quantum Theory</topic><topic>Solvents - chemistry</topic><topic>Spectrometry, Fluorescence</topic><topic>Temperature</topic><topic>Thiazoles - chemical synthesis</topic><topic>Thiazoles - chemistry</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Satam, Manjaree A.</creatorcontrib><creatorcontrib>Raut, Rajesh K.</creatorcontrib><creatorcontrib>Tathe, Abhinav B.</creatorcontrib><creatorcontrib>Sekar, N</creatorcontrib><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>MEDLINE - Academic</collection><jtitle>Journal of fluorescence</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Satam, Manjaree A.</au><au>Raut, Rajesh K.</au><au>Tathe, Abhinav B.</au><au>Sekar, N</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Synthesis and Characterization of Molecules Containing Thiazole and Oxazole Moieties and Study of ESIPT Phenomenon</atitle><jtitle>Journal of fluorescence</jtitle><stitle>J Fluoresc</stitle><addtitle>J Fluoresc</addtitle><date>2012-09-01</date><risdate>2012</risdate><volume>22</volume><issue>5</issue><spage>1237</spage><epage>1248</epage><pages>1237-1248</pages><issn>1053-0509</issn><eissn>1573-4994</eissn><abstract>Two novel ESIPT molecules, 2-[4-(1,3-benzothiazol-2-yl)naphtho[1,2-
d
][1,3]oxazol-2-yl]phenol
9a
and 4-[4-(1,3-benzothiazol-2-yl)naphtho[1,2-
d
][1,3]oxazol-2-yl]benzene-1,3-diol
9b
were synthesized by condensing 1-amino-3-(1,3-benzothiazol-2-yl)naphthalen-2-ol with 2-hydroxybenzoic acid and 2,4-dihydroxybenzoic acid respectively. The novel compounds were characterized by FT-IR,
1
H NMR, Mass spectral and elemental analysis. Effect of polarity on photo physical properties, absorption and emission were studied. Compounds showed single absorption and dual emission due to ESIPT phenomenon. The structural changes due to ESIPT phenomenon in terms of bond angle, bond distances and geometry were investigated by using Gaussian 03 software. These two novel ESIPT molecules are thermally stable up to 200 °C.</abstract><cop>Boston</cop><pub>Springer US</pub><pmid>22684801</pmid><doi>10.1007/s10895-012-1064-y</doi><tpages>12</tpages></addata></record> |
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subjects | Analytical Chemistry Biochemistry Biological and Medical Physics Biomedical and Life Sciences Biomedicine Biophysics Biotechnology Chemistry Techniques, Synthetic Dimethylformamide - chemistry Models, Molecular Molecular Conformation Original Paper Oxazoles - chemistry Protons Quantum Theory Solvents - chemistry Spectrometry, Fluorescence Temperature Thiazoles - chemical synthesis Thiazoles - chemistry |
title | Synthesis and Characterization of Molecules Containing Thiazole and Oxazole Moieties and Study of ESIPT Phenomenon |
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