Bithiophene triarylborane dyad: An efficient material for the selective detection of CN− and F− ions

A new fluorescent chemosensor based on bithiophene coupled dimesitylborane (BMB‐1) was synthesized and characterized. BMB‐1 was used for colorimetric and turn‐on fluorescent sensing of cyanide (CN−) and fluoride (F−) ions, in the presence of other competitive anions in an aqueous (CH3CN–H2O) medium....

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Veröffentlicht in:Applied organometallic chemistry 2020-01, Vol.34 (1), p.n/a, Article 5257
Hauptverfasser: Perumal, Sakthivel, Karuppannan, Sekar, Gandhi, Sivaraman, Subramanian, Singaravadivel, Govindasamy, Anbu, Gopal, Senthil Kumar
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container_title Applied organometallic chemistry
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Karuppannan, Sekar
Gandhi, Sivaraman
Subramanian, Singaravadivel
Govindasamy, Anbu
Gopal, Senthil Kumar
description A new fluorescent chemosensor based on bithiophene coupled dimesitylborane (BMB‐1) was synthesized and characterized. BMB‐1 was used for colorimetric and turn‐on fluorescent sensing of cyanide (CN−) and fluoride (F−) ions, in the presence of other competitive anions in an aqueous (CH3CN–H2O) medium. BMB‐1 showed a hypsochromic shift (blue shift) with addition of CN− and F− ions in absorption studies. The lower detection level of CN− and F− ions is 1.37 × 10−9 and 1.75 × 10−9 M, respectively. The BMB‐1 binding mechanism is based on the nucleophilic addition of CN− and F− ions in the internal charge transfer transition of bithio moiety to the boranylmesitylene unit, and the color changes were observed under UV light. This result is further confirmed by Fourier transform infrared spectroscopy, mass spectrometry and density functional theory calculations. Also, the BMB‐1 probe is found to be a good adsorbent for the removal of F− ions in real water samples using the adsorption technique. Bithiophene TriArylborane dyad: an efficient material for the selective detection of CN‐ and F‐ Ions. The dyad was successfully synthesized and structurally optimized by XRD. The selective sensing of CN‐ and F‐ Ions was confirmed by optical, FT‐IR, and 1H NMR studies and theoretical density functional calculations. The real sample detection activities are also investigated.
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BMB‐1 was used for colorimetric and turn‐on fluorescent sensing of cyanide (CN−) and fluoride (F−) ions, in the presence of other competitive anions in an aqueous (CH3CN–H2O) medium. BMB‐1 showed a hypsochromic shift (blue shift) with addition of CN− and F− ions in absorption studies. The lower detection level of CN− and F− ions is 1.37 × 10−9 and 1.75 × 10−9 M, respectively. The BMB‐1 binding mechanism is based on the nucleophilic addition of CN− and F− ions in the internal charge transfer transition of bithio moiety to the boranylmesitylene unit, and the color changes were observed under UV light. This result is further confirmed by Fourier transform infrared spectroscopy, mass spectrometry and density functional theory calculations. Also, the BMB‐1 probe is found to be a good adsorbent for the removal of F− ions in real water samples using the adsorption technique. Bithiophene TriArylborane dyad: an efficient material for the selective detection of CN‐ and F‐ Ions. The dyad was successfully synthesized and structurally optimized by XRD. The selective sensing of CN‐ and F‐ Ions was confirmed by optical, FT‐IR, and 1H NMR studies and theoretical density functional calculations. 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BMB‐1 was used for colorimetric and turn‐on fluorescent sensing of cyanide (CN−) and fluoride (F−) ions, in the presence of other competitive anions in an aqueous (CH3CN–H2O) medium. BMB‐1 showed a hypsochromic shift (blue shift) with addition of CN− and F− ions in absorption studies. The lower detection level of CN− and F− ions is 1.37 × 10−9 and 1.75 × 10−9 M, respectively. The BMB‐1 binding mechanism is based on the nucleophilic addition of CN− and F− ions in the internal charge transfer transition of bithio moiety to the boranylmesitylene unit, and the color changes were observed under UV light. This result is further confirmed by Fourier transform infrared spectroscopy, mass spectrometry and density functional theory calculations. Also, the BMB‐1 probe is found to be a good adsorbent for the removal of F− ions in real water samples using the adsorption technique. Bithiophene TriArylborane dyad: an efficient material for the selective detection of CN‐ and F‐ Ions. The dyad was successfully synthesized and structurally optimized by XRD. The selective sensing of CN‐ and F‐ Ions was confirmed by optical, FT‐IR, and 1H NMR studies and theoretical density functional calculations. The real sample detection activities are also investigated.</description><subject>bithiophene</subject><subject>Charge transfer</subject><subject>Chemical sensors</subject><subject>Chemistry</subject><subject>Chemistry, Applied</subject><subject>Chemistry, Inorganic &amp; Nuclear</subject><subject>Chemoreceptors</subject><subject>chemosensor</subject><subject>Colorimetry</subject><subject>cyanide</subject><subject>Density functional theory</subject><subject>dimesitylborane</subject><subject>Fluorescence</subject><subject>fluoride and real samples</subject><subject>Fourier transforms</subject><subject>Mass spectrometry</subject><subject>Physical Sciences</subject><subject>Science &amp; Technology</subject><subject>Ultraviolet radiation</subject><issn>0268-2605</issn><issn>1099-0739</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2020</creationdate><recordtype>article</recordtype><sourceid>AOWDO</sourceid><recordid>eNqNkMtqGzEUhkVJoY5b6CMIugmEcXUbycrOGZoLmGbTrgeN5ggrTEaOJCf4DbrOI_ZJoqlNdoGu9OvwHZ2jD6GvlCwoIey7CXZRs1p9QDNKtK6I4voEzQiTy4pJUn9CpyndE0K0pGKGNpc-b3zYbmAEnKM3cT90IZpy6_emv8CrEYNz3noYM34wGQozYBcizhvACQaw2T8VGvKUwoiDw83Pv39esBl7fDWFUk2f0UdnhgRfjucc_b768au5qdZ317fNal1ZzomqQAmimewt7TR0gtSyl1zornbScco5tUyzngHtjDOy03bJFNhagFK96Bzlc_Tt8O42hscdpNzeh10cy8iWcV4LxRWThTo7UDaGlCK4dhv9Q_l8S0k7eWyLx3byWNDzA_oMXXBpEmHhDS8ihZaMCVkSmcYv_59ufDaTsibsxlxaq2OrH2D_7kLt6q75t9grM-eWDA</recordid><startdate>202001</startdate><enddate>202001</enddate><creator>Perumal, Sakthivel</creator><creator>Karuppannan, Sekar</creator><creator>Gandhi, Sivaraman</creator><creator>Subramanian, Singaravadivel</creator><creator>Govindasamy, Anbu</creator><creator>Gopal, Senthil Kumar</creator><general>Wiley</general><general>Wiley Subscription Services, Inc</general><scope>AOWDO</scope><scope>BLEPL</scope><scope>DTL</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7U5</scope><scope>8BQ</scope><scope>8FD</scope><scope>JG9</scope><scope>L7M</scope><orcidid>https://orcid.org/0000-0003-4294-4264</orcidid></search><sort><creationdate>202001</creationdate><title>Bithiophene triarylborane dyad: An efficient material for the selective detection of CN− and F− ions</title><author>Perumal, Sakthivel ; 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subjects bithiophene
Charge transfer
Chemical sensors
Chemistry
Chemistry, Applied
Chemistry, Inorganic & Nuclear
Chemoreceptors
chemosensor
Colorimetry
cyanide
Density functional theory
dimesitylborane
Fluorescence
fluoride and real samples
Fourier transforms
Mass spectrometry
Physical Sciences
Science & Technology
Ultraviolet radiation
title Bithiophene triarylborane dyad: An efficient material for the selective detection of CN− and F− ions
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