Dual channel chromo/fluorogenic chemosensors for cyanide and fluoride ions--an example of in situ acid catalysis of the Strecker reaction for cyanide ion chemodosimetry

Two mesitylene based probes, having catechol/phenol units in conjunction to the Schiff base have been synthesized. The probe with a catechol unit can be used to sense and discriminate between F(-) and CN(-) through different colorimetric and fluorimetric responses using DMSO as solvent. However in D...

Ausführliche Beschreibung

Gespeichert in:
Bibliographische Detailangaben
Veröffentlicht in:Organic & biomolecular chemistry 2013-01, Vol.11 (4), p.654-661
Hauptverfasser: Sharma, Sanyog, Hundal, Maninder Singh, Hundal, Geeta
Format: Artikel
Sprache:eng
Schlagworte:
Online-Zugang:Volltext
Tags: Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
container_end_page 661
container_issue 4
container_start_page 654
container_title Organic & biomolecular chemistry
container_volume 11
creator Sharma, Sanyog
Hundal, Maninder Singh
Hundal, Geeta
description Two mesitylene based probes, having catechol/phenol units in conjunction to the Schiff base have been synthesized. The probe with a catechol unit can be used to sense and discriminate between F(-) and CN(-) through different colorimetric and fluorimetric responses using DMSO as solvent. However in DMSO:water (2:1) solution it responds selectively to CN(-) ion. The probe with a phenol unit is highly selective and sensitive for CN(-) and can be used for naked eye, semiquantitative sensing of CN(-) ion in DMSO:water (2:1) solution. The chemodosimetry has been attributed to the acid catalyzed Strecker's reaction of an imine bond and is being reported for the first time in a Schiff's base.
doi_str_mv 10.1039/c2ob27096j
format Article
fullrecord <record><control><sourceid>proquest_cross</sourceid><recordid>TN_cdi_proquest_miscellaneous_1273416788</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>1273416788</sourcerecordid><originalsourceid>FETCH-LOGICAL-c353t-4f9c99d7c7355f94538d796fb51bc94616f4a83588ece0263f41cfd23fb9e7dc3</originalsourceid><addsrcrecordid>eNpVkctu1TAQhq2KqjfY9AEqLxFSqG-J42U5UKCq1EVhHTnjces2sQ92InHeqI_JyelFYjXzz3zzz-In5JSzz5xJcw4i9UIz0zzskSOutK5YLc27t16wQ3JcygNj3OhGHZBDIYWQRqkj8vR1tgOFexsjLjWnMZ37YU453WEMsB3hmArGknKhPmUKGxuDQ2qjoztwESHFUlU2Uvxrx_WANHkaIi1hmqmF4CjYyQ6bEsqyme6R3k4Z4REzzWhh2t7_Z77o3WeXShhxypv3ZN_boeCHl3pCfl9--7X6UV3ffP-5uriuQNZyqpQ3YIzToGVde6Nq2TptGt_XvAejGt54ZVtZty0CMtFIrzh4J6TvDWoH8oR8fPZd5_RnxjJ1YyiAw2Ajprl0XGipeKPbdot-ekYhp1Iy-m6dw2jzpuOsW5LpVuLmyy6Zqy189uI79yO6N_Q1CvkPAy2NDA</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>1273416788</pqid></control><display><type>article</type><title>Dual channel chromo/fluorogenic chemosensors for cyanide and fluoride ions--an example of in situ acid catalysis of the Strecker reaction for cyanide ion chemodosimetry</title><source>MEDLINE</source><source>Royal Society Of Chemistry Journals 2008-</source><source>Alma/SFX Local Collection</source><creator>Sharma, Sanyog ; Hundal, Maninder Singh ; Hundal, Geeta</creator><creatorcontrib>Sharma, Sanyog ; Hundal, Maninder Singh ; Hundal, Geeta</creatorcontrib><description>Two mesitylene based probes, having catechol/phenol units in conjunction to the Schiff base have been synthesized. The probe with a catechol unit can be used to sense and discriminate between F(-) and CN(-) through different colorimetric and fluorimetric responses using DMSO as solvent. However in DMSO:water (2:1) solution it responds selectively to CN(-) ion. The probe with a phenol unit is highly selective and sensitive for CN(-) and can be used for naked eye, semiquantitative sensing of CN(-) ion in DMSO:water (2:1) solution. The chemodosimetry has been attributed to the acid catalyzed Strecker's reaction of an imine bond and is being reported for the first time in a Schiff's base.</description><identifier>ISSN: 1477-0520</identifier><identifier>EISSN: 1477-0539</identifier><identifier>DOI: 10.1039/c2ob27096j</identifier><identifier>PMID: 23223944</identifier><language>eng</language><publisher>England</publisher><subject>Benzene Derivatives - chemistry ; Catalysis ; Chemistry Techniques, Analytical - instrumentation ; Colorimetry ; Cyanides - analysis ; Cyanides - chemistry ; Fluorescent Dyes - chemistry ; Fluorides - analysis ; Fluorides - chemistry ; Hydrogen-Ion Concentration ; Imines - chemistry ; Spectrometry, Fluorescence</subject><ispartof>Organic &amp; biomolecular chemistry, 2013-01, Vol.11 (4), p.654-661</ispartof><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c353t-4f9c99d7c7355f94538d796fb51bc94616f4a83588ece0263f41cfd23fb9e7dc3</citedby><cites>FETCH-LOGICAL-c353t-4f9c99d7c7355f94538d796fb51bc94616f4a83588ece0263f41cfd23fb9e7dc3</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,776,780,27901,27902</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/23223944$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Sharma, Sanyog</creatorcontrib><creatorcontrib>Hundal, Maninder Singh</creatorcontrib><creatorcontrib>Hundal, Geeta</creatorcontrib><title>Dual channel chromo/fluorogenic chemosensors for cyanide and fluoride ions--an example of in situ acid catalysis of the Strecker reaction for cyanide ion chemodosimetry</title><title>Organic &amp; biomolecular chemistry</title><addtitle>Org Biomol Chem</addtitle><description>Two mesitylene based probes, having catechol/phenol units in conjunction to the Schiff base have been synthesized. The probe with a catechol unit can be used to sense and discriminate between F(-) and CN(-) through different colorimetric and fluorimetric responses using DMSO as solvent. However in DMSO:water (2:1) solution it responds selectively to CN(-) ion. The probe with a phenol unit is highly selective and sensitive for CN(-) and can be used for naked eye, semiquantitative sensing of CN(-) ion in DMSO:water (2:1) solution. The chemodosimetry has been attributed to the acid catalyzed Strecker's reaction of an imine bond and is being reported for the first time in a Schiff's base.</description><subject>Benzene Derivatives - chemistry</subject><subject>Catalysis</subject><subject>Chemistry Techniques, Analytical - instrumentation</subject><subject>Colorimetry</subject><subject>Cyanides - analysis</subject><subject>Cyanides - chemistry</subject><subject>Fluorescent Dyes - chemistry</subject><subject>Fluorides - analysis</subject><subject>Fluorides - chemistry</subject><subject>Hydrogen-Ion Concentration</subject><subject>Imines - chemistry</subject><subject>Spectrometry, Fluorescence</subject><issn>1477-0520</issn><issn>1477-0539</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2013</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNpVkctu1TAQhq2KqjfY9AEqLxFSqG-J42U5UKCq1EVhHTnjces2sQ92InHeqI_JyelFYjXzz3zzz-In5JSzz5xJcw4i9UIz0zzskSOutK5YLc27t16wQ3JcygNj3OhGHZBDIYWQRqkj8vR1tgOFexsjLjWnMZ37YU453WEMsB3hmArGknKhPmUKGxuDQ2qjoztwESHFUlU2Uvxrx_WANHkaIi1hmqmF4CjYyQ6bEsqyme6R3k4Z4REzzWhh2t7_Z77o3WeXShhxypv3ZN_boeCHl3pCfl9--7X6UV3ffP-5uriuQNZyqpQ3YIzToGVde6Nq2TptGt_XvAejGt54ZVtZty0CMtFIrzh4J6TvDWoH8oR8fPZd5_RnxjJ1YyiAw2Ajprl0XGipeKPbdot-ekYhp1Iy-m6dw2jzpuOsW5LpVuLmyy6Zqy189uI79yO6N_Q1CvkPAy2NDA</recordid><startdate>20130128</startdate><enddate>20130128</enddate><creator>Sharma, Sanyog</creator><creator>Hundal, Maninder Singh</creator><creator>Hundal, Geeta</creator><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>20130128</creationdate><title>Dual channel chromo/fluorogenic chemosensors for cyanide and fluoride ions--an example of in situ acid catalysis of the Strecker reaction for cyanide ion chemodosimetry</title><author>Sharma, Sanyog ; Hundal, Maninder Singh ; Hundal, Geeta</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c353t-4f9c99d7c7355f94538d796fb51bc94616f4a83588ece0263f41cfd23fb9e7dc3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2013</creationdate><topic>Benzene Derivatives - chemistry</topic><topic>Catalysis</topic><topic>Chemistry Techniques, Analytical - instrumentation</topic><topic>Colorimetry</topic><topic>Cyanides - analysis</topic><topic>Cyanides - chemistry</topic><topic>Fluorescent Dyes - chemistry</topic><topic>Fluorides - analysis</topic><topic>Fluorides - chemistry</topic><topic>Hydrogen-Ion Concentration</topic><topic>Imines - chemistry</topic><topic>Spectrometry, Fluorescence</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Sharma, Sanyog</creatorcontrib><creatorcontrib>Hundal, Maninder Singh</creatorcontrib><creatorcontrib>Hundal, Geeta</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>Organic &amp; biomolecular chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Sharma, Sanyog</au><au>Hundal, Maninder Singh</au><au>Hundal, Geeta</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Dual channel chromo/fluorogenic chemosensors for cyanide and fluoride ions--an example of in situ acid catalysis of the Strecker reaction for cyanide ion chemodosimetry</atitle><jtitle>Organic &amp; biomolecular chemistry</jtitle><addtitle>Org Biomol Chem</addtitle><date>2013-01-28</date><risdate>2013</risdate><volume>11</volume><issue>4</issue><spage>654</spage><epage>661</epage><pages>654-661</pages><issn>1477-0520</issn><eissn>1477-0539</eissn><abstract>Two mesitylene based probes, having catechol/phenol units in conjunction to the Schiff base have been synthesized. The probe with a catechol unit can be used to sense and discriminate between F(-) and CN(-) through different colorimetric and fluorimetric responses using DMSO as solvent. However in DMSO:water (2:1) solution it responds selectively to CN(-) ion. The probe with a phenol unit is highly selective and sensitive for CN(-) and can be used for naked eye, semiquantitative sensing of CN(-) ion in DMSO:water (2:1) solution. The chemodosimetry has been attributed to the acid catalyzed Strecker's reaction of an imine bond and is being reported for the first time in a Schiff's base.</abstract><cop>England</cop><pmid>23223944</pmid><doi>10.1039/c2ob27096j</doi><tpages>8</tpages></addata></record>
fulltext fulltext
identifier ISSN: 1477-0520
ispartof Organic & biomolecular chemistry, 2013-01, Vol.11 (4), p.654-661
issn 1477-0520
1477-0539
language eng
recordid cdi_proquest_miscellaneous_1273416788
source MEDLINE; Royal Society Of Chemistry Journals 2008-; Alma/SFX Local Collection
subjects Benzene Derivatives - chemistry
Catalysis
Chemistry Techniques, Analytical - instrumentation
Colorimetry
Cyanides - analysis
Cyanides - chemistry
Fluorescent Dyes - chemistry
Fluorides - analysis
Fluorides - chemistry
Hydrogen-Ion Concentration
Imines - chemistry
Spectrometry, Fluorescence
title Dual channel chromo/fluorogenic chemosensors for cyanide and fluoride ions--an example of in situ acid catalysis of the Strecker reaction for cyanide ion chemodosimetry
url https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2025-01-31T06%3A31%3A51IST&url_ver=Z39.88-2004&url_ctx_fmt=infofi/fmt:kev:mtx:ctx&rfr_id=info:sid/primo.exlibrisgroup.com:primo3-Article-proquest_cross&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.genre=article&rft.atitle=Dual%20channel%20chromo/fluorogenic%20chemosensors%20for%20cyanide%20and%20fluoride%20ions--an%20example%20of%20in%20situ%20acid%20catalysis%20of%20the%20Strecker%20reaction%20for%20cyanide%20ion%20chemodosimetry&rft.jtitle=Organic%20&%20biomolecular%20chemistry&rft.au=Sharma,%20Sanyog&rft.date=2013-01-28&rft.volume=11&rft.issue=4&rft.spage=654&rft.epage=661&rft.pages=654-661&rft.issn=1477-0520&rft.eissn=1477-0539&rft_id=info:doi/10.1039/c2ob27096j&rft_dat=%3Cproquest_cross%3E1273416788%3C/proquest_cross%3E%3Curl%3E%3C/url%3E&disable_directlink=true&sfx.directlink=off&sfx.report_link=0&rft_id=info:oai/&rft_pqid=1273416788&rft_id=info:pmid/23223944&rfr_iscdi=true