Utilize este identificador para referenciar este registo:
https://hdl.handle.net/1822/57134
Registo completo
Campo DC | Valor | Idioma |
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dc.contributor.author | Fernandes, S. S. M. | por |
dc.contributor.author | Aires-de-Sousa, J. | por |
dc.contributor.author | Belsley, M. | por |
dc.contributor.author | Raposo, M. Manuela M. | por |
dc.date.accessioned | 2018-12-05T11:03:28Z | - |
dc.date.available | 2018-12-05T11:03:28Z | - |
dc.date.issued | 2018 | - |
dc.date.submitted | 2018 | - |
dc.identifier.citation | Fernandes, S. S. M.; Belsley, M.; Aires-de-Sousa, J.; Raposo, M. M. M. Synthesis of pyridazine derivatives by Suzuki-Miyaura cross-coupling reaction and evaluation of their optical and electronic properties through experimental and theoretical studies. Molecules 2018, 23(11): 3014. | por |
dc.identifier.issn | 1420-3049 | por |
dc.identifier.uri | https://hdl.handle.net/1822/57134 | - |
dc.description.abstract | A series of π-conjugated molecules based on pyridazine and thiophene heterocycles 3a-e were synthesized using commercially or readily available coupling components, through a palladium catalyzed Suzuki-Miyaura cross-coupling reaction. The electron-deficient pyridazine heterocycle is functionalized by a thiophene electron-rich heterocycle at position 6 and different (hetero)aromatic moieties (phenyl, thienyl, furanyl) are functionalized with electron acceptor groups at position 3. DFT calculations were carried out to obtain information on the conformation, electronic structure, electron distribution, dipolar moment, and molecular nonlinear response of the synthesized push-pull pyridazine derivatives. Hyper-Rayleigh scattering in 1,4-dioxane solutions using a fundamental wavelength of 1064 nm was used to evaluate their second-order nonlinear optical properties. The thienylpyridazine functionalized with the cyano-phenyl moiety exhibited the largest first hyperpolarizability (beta = 175 × 10-30 esu, using the T convention) indicating its potential as a second harmonic generation (SHG) chromophore. | por |
dc.description.sponsorship | The authors thank the Fundação para a Ciência e Tecnologia (Portugal) and FEDER-COMPETE for financial support through the Centro de Química and Centro de Física das Universidades do Minho e do Porto in the framework of the Strategic Funding (UID/QUI/0686/2016 and UID/FIS/04650/2013). Thanks are also due to Fundação para a Ciência e Tecnologia (FCT) for a Ph.D. grant to Sara S. M. Fernandes (SFRH/BD/87786/2012). This work was also supported by the Associated Laboratory for Sustainable Chemistry—Clean Processes and Technologies—LAQV which is financed by Portuguese national funds from FCT/MEC (UID/QUI/50006/2013) andco-financedbytheERDFunderthePT2020PartnershipAgreement(POCI-01-0145-FEDER–007265). TheNMR spectrometers are part of the National NMR Network (PTNMR) and are partially supported by Infrastructure Project Nº 022161 (co-financed by FEDER through COMPETE 2020, POCI and PORL and FCT through PIDDAC). The pulsed laser system was acquired within the framework of the grant (PTDC/CTM/105597/2008) from the Fundação para a Ciência e Tecnologia (FCT) with funding from FEDER-COMPETE. | por |
dc.language.iso | eng | por |
dc.publisher | MDPI | por |
dc.relation | info:eu-repo/grantAgreement/FCT/SFRH/SFRH%2FBD%2F87786%2F2012/PT | por |
dc.relation | UID/QUI/0686/2016 | por |
dc.relation | info:eu-repo/grantAgreement/FCT/5876-PPCDTI/105597/PT | por |
dc.relation | info:eu-repo/grantAgreement/FCT/5876/147218/PT | por |
dc.relation | info:eu-repo/grantAgreement/FCT/5876/147218/PT | por |
dc.rights | openAccess | por |
dc.rights.uri | http://creativecommons.org/licenses/by-nc/4.0/ | por |
dc.subject | synthesis | por |
dc.subject | pyridazine | por |
dc.subject | thiophene | por |
dc.subject | Suzuki-Miyaura coupling | por |
dc.subject | Second Harmonic Generators (SHG) | por |
dc.subject | Nonlinear optics (NLO) | por |
dc.subject | Density Functional Theory (DFT) | por |
dc.subject | push-pull pi-conjugated systems | por |
dc.title | Synthesis of pyridazine derivatives by Suzuki-Miyaura cross-coupling reaction and evaluation of their optical and electronic properties through experimental and theoretical studies | por |
dc.type | article | por |
dc.peerreviewed | yes | por |
dc.relation.publisherversion | https://www.mdpi.com/1420-3049/23/11/3014 | por |
oaire.citationStartPage | 3014 | por |
oaire.citationIssue | 11 | por |
oaire.citationVolume | 23 | por |
dc.identifier.doi | 10.3390/molecules23113014 | por |
dc.identifier.pmid | 30453681 | por |
dc.subject.fos | Ciências Naturais::Ciências Químicas | por |
dc.description.publicationversion | info:eu-repo/semantics/publishedVersion | por |
dc.subject.wos | Science & Technology | por |
sdum.journal | Molecules | por |
Aparece nas coleções: | CDQuim - Artigos (Papers) |
Ficheiros deste registo:
Ficheiro | Descrição | Tamanho | Formato | |
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Molecules 2018, 23(11) 3014.pdf | manuscrito | 1,58 MB | Adobe PDF | Ver/Abrir |
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