Quantum chemical computations and photophysical spectral features studies of two coumarin compounds
An attempt was made to determine the ground state and excited state dipole moments and quantum chemical computations of two coumarin compounds, namely 3‐hydroxy‐3‐[2‐oxo‐2‐(2‐oxo‐2H‐chromen‐3‐yl)‐ethyl]‐1,3‐dihydro‐indol‐2‐one (3HOCE) and 3‐[2‐(8‐methoxy‐2‐oxo‐2H‐chromen‐3‐yl)‐2‐oxo‐ethylidene]‐1,3‐...
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| Veröffentlicht in: | Luminescence (Chichester, England) England), 2020-09, Vol.35 (6), p.845-862 |
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| creator | Sharma, Kalpana Melavanki, Raveendra Sadasivuni, Kishor Kumar |
| description | An attempt was made to determine the ground state and excited state dipole moments and quantum chemical computations of two coumarin compounds, namely 3‐hydroxy‐3‐[2‐oxo‐2‐(2‐oxo‐2H‐chromen‐3‐yl)‐ethyl]‐1,3‐dihydro‐indol‐2‐one (3HOCE) and 3‐[2‐(8‐methoxy‐2‐oxo‐2H‐chromen‐3‐yl)‐2‐oxo‐ethylidene]‐1,3‐dihydro‐indol‐2‐one (3MOCE). Both compounds displayed a red shift with enhancement in solvent polarity. The larger excited state dipole moment indicated the more polar nature of the selected compounds in the excited state than in the ground state. Kinetic stability and chemical reactivity of the selected compounds were studied with help of the quantum chemical properties of the compounds such as frontier molecular orbital analysis using density functional theory calculations with B3LYP/6–311+G (d, p) basis sets. Molecular electrostatic potential, Mulliken charges, natural bond orbital, and nonlinear optical properties were further studied. NBO analysis showed proton transfer within the selected donor–acceptor, depicting the large energy of stabilization for the compounds. The calculated Fukui function inferred the local softness and electrophilicity indices of used solute compounds. |
| doi_str_mv | 10.1002/bio.3791 |
| format | Article |
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Both compounds displayed a red shift with enhancement in solvent polarity. The larger excited state dipole moment indicated the more polar nature of the selected compounds in the excited state than in the ground state. Kinetic stability and chemical reactivity of the selected compounds were studied with help of the quantum chemical properties of the compounds such as frontier molecular orbital analysis using density functional theory calculations with B3LYP/6–311+G (d, p) basis sets. Molecular electrostatic potential, Mulliken charges, natural bond orbital, and nonlinear optical properties were further studied. NBO analysis showed proton transfer within the selected donor–acceptor, depicting the large energy of stabilization for the compounds. The calculated Fukui function inferred the local softness and electrophilicity indices of used solute compounds.</description><identifier>ISSN: 1522-7235</identifier><identifier>EISSN: 1522-7243</identifier><identifier>DOI: 10.1002/bio.3791</identifier><identifier>PMID: 32142207</identifier><language>eng</language><publisher>England: Wiley Subscription Services, Inc</publisher><subject>Chemical compounds ; Chemical properties ; Chemical reactions ; Chemicophysical properties ; Coumarin ; Density functional theory ; Dipole moments ; Doppler effect ; Electrostatic properties ; Excitation ; FMO ; Fukui functions ; ground and excited state dipole moments ; Ground state ; Mathematical analysis ; MEP ; Molecular orbitals ; Mulliken charges ; NBO ; NLO ; Optical properties ; Polarity ; Quantum chemistry ; Red shift ; Softness ; Solutes ; solvatochromic shift method ; Stability</subject><ispartof>Luminescence (Chichester, England), 2020-09, Vol.35 (6), p.845-862</ispartof><rights>2020 John Wiley & Sons, Ltd.</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c3491-63ad9fc6c4e063b0bca4f7c74359f4eb1a702a1f8c5e271d9cc1977ecc1236053</citedby><cites>FETCH-LOGICAL-c3491-63ad9fc6c4e063b0bca4f7c74359f4eb1a702a1f8c5e271d9cc1977ecc1236053</cites><orcidid>0000-0002-5540-6951</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://onlinelibrary.wiley.com/doi/pdf/10.1002%2Fbio.3791$$EPDF$$P50$$Gwiley$$H</linktopdf><linktohtml>$$Uhttps://onlinelibrary.wiley.com/doi/full/10.1002%2Fbio.3791$$EHTML$$P50$$Gwiley$$H</linktohtml><link.rule.ids>314,776,780,1411,27903,27904,45553,45554</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/32142207$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Sharma, Kalpana</creatorcontrib><creatorcontrib>Melavanki, Raveendra</creatorcontrib><creatorcontrib>Sadasivuni, Kishor Kumar</creatorcontrib><title>Quantum chemical computations and photophysical spectral features studies of two coumarin compounds</title><title>Luminescence (Chichester, England)</title><addtitle>Luminescence</addtitle><description>An attempt was made to determine the ground state and excited state dipole moments and quantum chemical computations of two coumarin compounds, namely 3‐hydroxy‐3‐[2‐oxo‐2‐(2‐oxo‐2H‐chromen‐3‐yl)‐ethyl]‐1,3‐dihydro‐indol‐2‐one (3HOCE) and 3‐[2‐(8‐methoxy‐2‐oxo‐2H‐chromen‐3‐yl)‐2‐oxo‐ethylidene]‐1,3‐dihydro‐indol‐2‐one (3MOCE). Both compounds displayed a red shift with enhancement in solvent polarity. The larger excited state dipole moment indicated the more polar nature of the selected compounds in the excited state than in the ground state. Kinetic stability and chemical reactivity of the selected compounds were studied with help of the quantum chemical properties of the compounds such as frontier molecular orbital analysis using density functional theory calculations with B3LYP/6–311+G (d, p) basis sets. Molecular electrostatic potential, Mulliken charges, natural bond orbital, and nonlinear optical properties were further studied. NBO analysis showed proton transfer within the selected donor–acceptor, depicting the large energy of stabilization for the compounds. The calculated Fukui function inferred the local softness and electrophilicity indices of used solute compounds.</description><subject>Chemical compounds</subject><subject>Chemical properties</subject><subject>Chemical reactions</subject><subject>Chemicophysical properties</subject><subject>Coumarin</subject><subject>Density functional theory</subject><subject>Dipole moments</subject><subject>Doppler effect</subject><subject>Electrostatic properties</subject><subject>Excitation</subject><subject>FMO</subject><subject>Fukui functions</subject><subject>ground and excited state dipole moments</subject><subject>Ground state</subject><subject>Mathematical analysis</subject><subject>MEP</subject><subject>Molecular orbitals</subject><subject>Mulliken charges</subject><subject>NBO</subject><subject>NLO</subject><subject>Optical properties</subject><subject>Polarity</subject><subject>Quantum chemistry</subject><subject>Red shift</subject><subject>Softness</subject><subject>Solutes</subject><subject>solvatochromic shift method</subject><subject>Stability</subject><issn>1522-7235</issn><issn>1522-7243</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2020</creationdate><recordtype>article</recordtype><recordid>eNp1kFtLwzAYhoMobk7BXyAFb7yp5tAmy6UOTzAYgl6HNE1YRtvUJmHs35sdVBC8ej_4njx8eQG4RPAWQYjvKutuCePoCIxRiXHOcEGOf2ZSjsCZ9ysIIaWUn4IRwajAGLIxUG9RdiG2mVrq1irZZMq1fQwyWNf5THZ11i9dcP1y43dr32sVhjQYLUMctM98iLVN6UwW1i69j60cbLcTudjV_hycGNl4fXHICfh4enyfveTzxfPr7H6eK1JwlFMia24UVYWGlFSwUrIwTLGClNwUukKSQSyRmapSY4ZqrhTijOkUmFBYkgm42Xv7wX1G7YNorVe6aWSnXfQCk-QiuKA0odd_0JWLQ5euE6k6jlhJ8fRXqAbn_aCN6AebPrcRCIpt8SIVL7bFJ_TqIIxVq-sf8LvpBOR7YG0bvflXJB5eFzvhF_e_jZU</recordid><startdate>202009</startdate><enddate>202009</enddate><creator>Sharma, Kalpana</creator><creator>Melavanki, Raveendra</creator><creator>Sadasivuni, Kishor Kumar</creator><general>Wiley Subscription Services, Inc</general><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7QF</scope><scope>7QO</scope><scope>7QP</scope><scope>7QQ</scope><scope>7SC</scope><scope>7SE</scope><scope>7SP</scope><scope>7SR</scope><scope>7TA</scope><scope>7TB</scope><scope>7U5</scope><scope>7U7</scope><scope>8BQ</scope><scope>8FD</scope><scope>C1K</scope><scope>F1W</scope><scope>F28</scope><scope>FR3</scope><scope>H8D</scope><scope>H8G</scope><scope>H95</scope><scope>JG9</scope><scope>JQ2</scope><scope>KR7</scope><scope>L.G</scope><scope>L7M</scope><scope>L~C</scope><scope>L~D</scope><scope>P64</scope><scope>7X8</scope><orcidid>https://orcid.org/0000-0002-5540-6951</orcidid></search><sort><creationdate>202009</creationdate><title>Quantum chemical computations and photophysical spectral features studies of two coumarin compounds</title><author>Sharma, Kalpana ; Melavanki, Raveendra ; Sadasivuni, Kishor Kumar</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c3491-63ad9fc6c4e063b0bca4f7c74359f4eb1a702a1f8c5e271d9cc1977ecc1236053</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2020</creationdate><topic>Chemical compounds</topic><topic>Chemical properties</topic><topic>Chemical reactions</topic><topic>Chemicophysical properties</topic><topic>Coumarin</topic><topic>Density functional theory</topic><topic>Dipole moments</topic><topic>Doppler effect</topic><topic>Electrostatic properties</topic><topic>Excitation</topic><topic>FMO</topic><topic>Fukui functions</topic><topic>ground and excited state dipole moments</topic><topic>Ground state</topic><topic>Mathematical analysis</topic><topic>MEP</topic><topic>Molecular orbitals</topic><topic>Mulliken charges</topic><topic>NBO</topic><topic>NLO</topic><topic>Optical properties</topic><topic>Polarity</topic><topic>Quantum chemistry</topic><topic>Red shift</topic><topic>Softness</topic><topic>Solutes</topic><topic>solvatochromic shift method</topic><topic>Stability</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Sharma, Kalpana</creatorcontrib><creatorcontrib>Melavanki, Raveendra</creatorcontrib><creatorcontrib>Sadasivuni, Kishor Kumar</creatorcontrib><collection>PubMed</collection><collection>CrossRef</collection><collection>Aluminium Industry Abstracts</collection><collection>Biotechnology Research Abstracts</collection><collection>Calcium & Calcified Tissue Abstracts</collection><collection>Ceramic Abstracts</collection><collection>Computer and Information Systems Abstracts</collection><collection>Corrosion Abstracts</collection><collection>Electronics & Communications Abstracts</collection><collection>Engineered Materials Abstracts</collection><collection>Materials Business File</collection><collection>Mechanical & Transportation Engineering Abstracts</collection><collection>Solid State and Superconductivity Abstracts</collection><collection>Toxicology Abstracts</collection><collection>METADEX</collection><collection>Technology Research Database</collection><collection>Environmental Sciences and Pollution Management</collection><collection>ASFA: Aquatic Sciences and Fisheries Abstracts</collection><collection>ANTE: Abstracts in New Technology & Engineering</collection><collection>Engineering Research Database</collection><collection>Aerospace Database</collection><collection>Copper Technical Reference Library</collection><collection>Aquatic Science & Fisheries Abstracts (ASFA) 1: Biological Sciences & Living Resources</collection><collection>Materials Research Database</collection><collection>ProQuest Computer Science Collection</collection><collection>Civil Engineering Abstracts</collection><collection>Aquatic Science & Fisheries Abstracts (ASFA) Professional</collection><collection>Advanced Technologies Database with Aerospace</collection><collection>Computer and Information Systems Abstracts Academic</collection><collection>Computer and Information Systems Abstracts Professional</collection><collection>Biotechnology and BioEngineering Abstracts</collection><collection>MEDLINE - Academic</collection><jtitle>Luminescence (Chichester, England)</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Sharma, Kalpana</au><au>Melavanki, Raveendra</au><au>Sadasivuni, Kishor Kumar</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Quantum chemical computations and photophysical spectral features studies of two coumarin compounds</atitle><jtitle>Luminescence (Chichester, England)</jtitle><addtitle>Luminescence</addtitle><date>2020-09</date><risdate>2020</risdate><volume>35</volume><issue>6</issue><spage>845</spage><epage>862</epage><pages>845-862</pages><issn>1522-7235</issn><eissn>1522-7243</eissn><abstract>An attempt was made to determine the ground state and excited state dipole moments and quantum chemical computations of two coumarin compounds, namely 3‐hydroxy‐3‐[2‐oxo‐2‐(2‐oxo‐2H‐chromen‐3‐yl)‐ethyl]‐1,3‐dihydro‐indol‐2‐one (3HOCE) and 3‐[2‐(8‐methoxy‐2‐oxo‐2H‐chromen‐3‐yl)‐2‐oxo‐ethylidene]‐1,3‐dihydro‐indol‐2‐one (3MOCE). Both compounds displayed a red shift with enhancement in solvent polarity. The larger excited state dipole moment indicated the more polar nature of the selected compounds in the excited state than in the ground state. Kinetic stability and chemical reactivity of the selected compounds were studied with help of the quantum chemical properties of the compounds such as frontier molecular orbital analysis using density functional theory calculations with B3LYP/6–311+G (d, p) basis sets. Molecular electrostatic potential, Mulliken charges, natural bond orbital, and nonlinear optical properties were further studied. NBO analysis showed proton transfer within the selected donor–acceptor, depicting the large energy of stabilization for the compounds. 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| source | Wiley Online Library Journals Frontfile Complete |
| subjects | Chemical compounds Chemical properties Chemical reactions Chemicophysical properties Coumarin Density functional theory Dipole moments Doppler effect Electrostatic properties Excitation FMO Fukui functions ground and excited state dipole moments Ground state Mathematical analysis MEP Molecular orbitals Mulliken charges NBO NLO Optical properties Polarity Quantum chemistry Red shift Softness Solutes solvatochromic shift method Stability |
| title | Quantum chemical computations and photophysical spectral features studies of two coumarin compounds |
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