New BODIPY Derivatives as OFF−ON Fluorescent Chemosensor and Fluorescent Chemodosimeter for Cu2+: Cooperative Selectivity Enhancement toward Cu2
New 4,4-difluoro-4-bora-3a,4a-diaza-s-indacene (BODIPY) derivatives (1 and 2) were synthesized as an “off−on” fluorescent chemosensor and fluorescent chemodosimeter for Cu2+ and Pb2+. Compound 1 displayed selective and large chelation enhanced fluorescence effects with Pb2+ and Cu2+ among the metal...
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| Veröffentlicht in: | Journal of organic chemistry 2006-03, Vol.71 (7), p.2881-2884 |
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| container_end_page | 2884 |
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| container_issue | 7 |
| container_start_page | 2881 |
| container_title | Journal of organic chemistry |
| container_volume | 71 |
| creator | Qi, Xin Jun, Eun Jin Xu, Li Kim, Sung-Jin Joong Hong, Jay Sung Yoon, Yeo Joon Yoon, Juyoung |
| description | New 4,4-difluoro-4-bora-3a,4a-diaza-s-indacene (BODIPY) derivatives (1 and 2) were synthesized as an “off−on” fluorescent chemosensor and fluorescent chemodosimeter for Cu2+ and Pb2+. Compound 1 displayed selective and large chelation enhanced fluorescence effects with Pb2+ and Cu2+ among the metal ions examined. On the other hand, compound 2, a fluorescent chemodosimeter, effectively recognized Cu2+ via a selective hydrolysis of the acetyl group. |
| doi_str_mv | 10.1021/jo052542a |
| format | Article |
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Compound 1 displayed selective and large chelation enhanced fluorescence effects with Pb2+ and Cu2+ among the metal ions examined. On the other hand, compound 2, a fluorescent chemodosimeter, effectively recognized Cu2+ via a selective hydrolysis of the acetyl group.</description><identifier>ISSN: 0022-3263</identifier><identifier>EISSN: 1520-6904</identifier><identifier>DOI: 10.1021/jo052542a</identifier><identifier>PMID: 16555847</identifier><identifier>CODEN: JOCEAH</identifier><language>eng</language><publisher>Washington, DC: American Chemical Society</publisher><subject>Boron Compounds - chemical synthesis ; Boron Compounds - chemistry ; Chemistry ; Condensed benzenic and aromatic compounds ; Copper - chemistry ; Exact sciences and technology ; Fluorescent Dyes - chemistry ; Lead - chemistry ; Luminescent Measurements - methods ; Models, Molecular ; Molecular Structure ; Organic chemistry ; Organometallic Compounds - chemical synthesis ; Organometallic Compounds - chemistry ; Preparations and properties ; Sensitivity and Specificity ; Spectrometry, Fluorescence - methods ; Spectrophotometry, Ultraviolet - methods</subject><ispartof>Journal of organic chemistry, 2006-03, Vol.71 (7), p.2881-2884</ispartof><rights>Copyright © 2006 American Chemical Society</rights><rights>2007 INIST-CNRS</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://pubs.acs.org/doi/pdf/10.1021/jo052542a$$EPDF$$P50$$Gacs$$H</linktopdf><linktohtml>$$Uhttps://pubs.acs.org/doi/10.1021/jo052542a$$EHTML$$P50$$Gacs$$H</linktohtml><link.rule.ids>314,780,784,27076,27924,27925,56738,56788</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=17746613$$DView record in Pascal Francis$$Hfree_for_read</backlink><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/16555847$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Qi, Xin</creatorcontrib><creatorcontrib>Jun, Eun Jin</creatorcontrib><creatorcontrib>Xu, Li</creatorcontrib><creatorcontrib>Kim, Sung-Jin</creatorcontrib><creatorcontrib>Joong Hong, Jay Sung</creatorcontrib><creatorcontrib>Yoon, Yeo Joon</creatorcontrib><creatorcontrib>Yoon, Juyoung</creatorcontrib><title>New BODIPY Derivatives as OFF−ON Fluorescent Chemosensor and Fluorescent Chemodosimeter for Cu2+: Cooperative Selectivity Enhancement toward Cu2</title><title>Journal of organic chemistry</title><addtitle>J. Org. Chem</addtitle><description>New 4,4-difluoro-4-bora-3a,4a-diaza-s-indacene (BODIPY) derivatives (1 and 2) were synthesized as an “off−on” fluorescent chemosensor and fluorescent chemodosimeter for Cu2+ and Pb2+. Compound 1 displayed selective and large chelation enhanced fluorescence effects with Pb2+ and Cu2+ among the metal ions examined. On the other hand, compound 2, a fluorescent chemodosimeter, effectively recognized Cu2+ via a selective hydrolysis of the acetyl group.</description><subject>Boron Compounds - chemical synthesis</subject><subject>Boron Compounds - chemistry</subject><subject>Chemistry</subject><subject>Condensed benzenic and aromatic compounds</subject><subject>Copper - chemistry</subject><subject>Exact sciences and technology</subject><subject>Fluorescent Dyes - chemistry</subject><subject>Lead - chemistry</subject><subject>Luminescent Measurements - methods</subject><subject>Models, Molecular</subject><subject>Molecular Structure</subject><subject>Organic chemistry</subject><subject>Organometallic Compounds - chemical synthesis</subject><subject>Organometallic Compounds - chemistry</subject><subject>Preparations and properties</subject><subject>Sensitivity and Specificity</subject><subject>Spectrometry, Fluorescence - methods</subject><subject>Spectrophotometry, Ultraviolet - methods</subject><issn>0022-3263</issn><issn>1520-6904</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2006</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNplkU1v1DAQhi0EokvhwB9AvsAFBfztDbc27baVVt1KW5A4WU48UbMk8WIn_bj1CFck_mB_CV66tAfmMiO9z7yjmUHoNSUfKGH048oTyaRg9gmaUMlIpnIinqIJIYxlnCm-g17EuCIppJTP0Q5VKU-FnqDfp3CF9xcHJ2df8QGE5tIOzSVEbCNezGZ3P34tTvGsHX2AWEE_4OICOh-hjz5g27v_Nedj08EAAdcJKUb2_tPd7U9ceL-G8NccL6GFKlXNcIMP-wvbV9Bt-gd_ZYPb9LxEz2rbRni1zbvo8-zwvDjO5oujk2JvnlnG9ZCxaamdolRUVjvNNLe0hMo5y5TlCamF4zSvK62mHGrBZS5KrstcKlJqnupd9O7edx389xHiYLom7dK2tgc_RqO0nhKRkwS-2YJj2YEz69B0NtyYf4dMwNstYGNl2zqkrZr4yGktlKI8cdk918QBrh90G76lYVxLc362NGy-_HI0P9434tHXVtGs_Bj6dA9Didk83jw8nv8Bxame2g</recordid><startdate>20060331</startdate><enddate>20060331</enddate><creator>Qi, Xin</creator><creator>Jun, Eun Jin</creator><creator>Xu, Li</creator><creator>Kim, Sung-Jin</creator><creator>Joong Hong, Jay Sung</creator><creator>Yoon, Yeo Joon</creator><creator>Yoon, Juyoung</creator><general>American Chemical Society</general><scope>BSCLL</scope><scope>IQODW</scope><scope>CGR</scope><scope>CUY</scope><scope>CVF</scope><scope>ECM</scope><scope>EIF</scope><scope>NPM</scope><scope>7X8</scope></search><sort><creationdate>20060331</creationdate><title>New BODIPY Derivatives as OFF−ON Fluorescent Chemosensor and Fluorescent Chemodosimeter for Cu2+: Cooperative Selectivity Enhancement toward Cu2</title><author>Qi, Xin ; Jun, Eun Jin ; Xu, Li ; Kim, Sung-Jin ; Joong Hong, Jay Sung ; Yoon, Yeo Joon ; Yoon, Juyoung</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-a237t-28b7d6114ca7d7273a1becdda26a3a23f4d319fc7683ef43594b37b9560b734b3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2006</creationdate><topic>Boron Compounds - chemical synthesis</topic><topic>Boron Compounds - chemistry</topic><topic>Chemistry</topic><topic>Condensed benzenic and aromatic compounds</topic><topic>Copper - chemistry</topic><topic>Exact sciences and technology</topic><topic>Fluorescent Dyes - chemistry</topic><topic>Lead - chemistry</topic><topic>Luminescent Measurements - methods</topic><topic>Models, Molecular</topic><topic>Molecular Structure</topic><topic>Organic chemistry</topic><topic>Organometallic Compounds - chemical synthesis</topic><topic>Organometallic Compounds - chemistry</topic><topic>Preparations and properties</topic><topic>Sensitivity and Specificity</topic><topic>Spectrometry, Fluorescence - methods</topic><topic>Spectrophotometry, Ultraviolet - methods</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Qi, Xin</creatorcontrib><creatorcontrib>Jun, Eun Jin</creatorcontrib><creatorcontrib>Xu, Li</creatorcontrib><creatorcontrib>Kim, Sung-Jin</creatorcontrib><creatorcontrib>Joong Hong, Jay Sung</creatorcontrib><creatorcontrib>Yoon, Yeo Joon</creatorcontrib><creatorcontrib>Yoon, Juyoung</creatorcontrib><collection>Istex</collection><collection>Pascal-Francis</collection><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>MEDLINE - Academic</collection><jtitle>Journal of organic chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Qi, Xin</au><au>Jun, Eun Jin</au><au>Xu, Li</au><au>Kim, Sung-Jin</au><au>Joong Hong, Jay Sung</au><au>Yoon, Yeo Joon</au><au>Yoon, Juyoung</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>New BODIPY Derivatives as OFF−ON Fluorescent Chemosensor and Fluorescent Chemodosimeter for Cu2+: Cooperative Selectivity Enhancement toward Cu2</atitle><jtitle>Journal of organic chemistry</jtitle><addtitle>J. Org. Chem</addtitle><date>2006-03-31</date><risdate>2006</risdate><volume>71</volume><issue>7</issue><spage>2881</spage><epage>2884</epage><pages>2881-2884</pages><issn>0022-3263</issn><eissn>1520-6904</eissn><coden>JOCEAH</coden><abstract>New 4,4-difluoro-4-bora-3a,4a-diaza-s-indacene (BODIPY) derivatives (1 and 2) were synthesized as an “off−on” fluorescent chemosensor and fluorescent chemodosimeter for Cu2+ and Pb2+. Compound 1 displayed selective and large chelation enhanced fluorescence effects with Pb2+ and Cu2+ among the metal ions examined. On the other hand, compound 2, a fluorescent chemodosimeter, effectively recognized Cu2+ via a selective hydrolysis of the acetyl group.</abstract><cop>Washington, DC</cop><pub>American Chemical Society</pub><pmid>16555847</pmid><doi>10.1021/jo052542a</doi><tpages>4</tpages></addata></record> |
| fulltext | fulltext |
| identifier | ISSN: 0022-3263 |
| ispartof | Journal of organic chemistry, 2006-03, Vol.71 (7), p.2881-2884 |
| issn | 0022-3263 1520-6904 |
| language | eng |
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| source | MEDLINE; ACS Publications |
| subjects | Boron Compounds - chemical synthesis Boron Compounds - chemistry Chemistry Condensed benzenic and aromatic compounds Copper - chemistry Exact sciences and technology Fluorescent Dyes - chemistry Lead - chemistry Luminescent Measurements - methods Models, Molecular Molecular Structure Organic chemistry Organometallic Compounds - chemical synthesis Organometallic Compounds - chemistry Preparations and properties Sensitivity and Specificity Spectrometry, Fluorescence - methods Spectrophotometry, Ultraviolet - methods |
| title | New BODIPY Derivatives as OFF−ON Fluorescent Chemosensor and Fluorescent Chemodosimeter for Cu2+: Cooperative Selectivity Enhancement toward Cu2 |
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