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Pregled bibliografske jedinice broj: 627065

Synthesis and tautomerism of new 2-substituted benzothiazolyl azo derivatives of 2-naphthol


Racane, Livio; Mihalić, Zlatko; Cerić, Helena; Tralić-Kulenović, Vesna
Synthesis and tautomerism of new 2-substituted benzothiazolyl azo derivatives of 2-naphthol // XXIII. hrvatski skup kemičara i kemijskih inženjera : knjiga sažetaka = XXIII Croatian meeting of chemists and chemical engineers : book of abstracts / Hadžiev, Andrea ; Blažeković, Zdenko (ur.).
Zagreb: Hrvatsko društvo kemijskih inženjera i tehnologa (HDKI), 2013. str. 143-143 (poster, nije recenziran, sažetak, znanstveni)


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Naslov
Synthesis and tautomerism of new 2-substituted benzothiazolyl azo derivatives of 2-naphthol

Autori
Racane, Livio ; Mihalić, Zlatko ; Cerić, Helena ; Tralić-Kulenović, Vesna

Vrsta, podvrsta i kategorija rada
Sažeci sa skupova, sažetak, znanstveni

Izvornik
XXIII. hrvatski skup kemičara i kemijskih inženjera : knjiga sažetaka = XXIII Croatian meeting of chemists and chemical engineers : book of abstracts / Hadžiev, Andrea ; Blažeković, Zdenko - Zagreb : Hrvatsko društvo kemijskih inženjera i tehnologa (HDKI), 2013, 143-143

ISBN
978-953-6894-50-5

Skup
Hrvatski skup kemičara i kemijskih inženjera (23 ; 2013)

Mjesto i datum
Osijek, Hrvatska, 21.04.2013. - 24.04.2013

Vrsta sudjelovanja
Poster

Vrsta recenzije
Nije recenziran

Ključne riječi
synthesis; benzothiazole; azo-hydrazone tautomerism
(synthesis; benzothiazole; NMR spectroscopy; DFT; azo-hydrazone tautomerism)

Sažetak
The azo dyes with a hydroxyl group in conjunction with an azo chromophore exhibit azo-hydrazone tautomerism. The investigation of proton transfer between oxygen and nitrogen atoms is interesting both from the theoretical and practical points of view. The position of the tautomeric equilibrium affects the basic properties of azo dyes such as colour, tone and photostability, as well as their technical properties. We have recently reported the study of azo-hydrazone tautomerism of 6-[(2-hydroxy-1-naphthyl)diazenyl]benzothiazole and 6-[(2-hydroxy-1-naphthyl)diazenyl]-2-methyl benzothiazole jointly by 13C NMR spectroscopy and quantum-mechanical calculations [1]. The Kazo-hydrazone(H)/Kazo-hydrazone(CH3) ratio of 1.3 suggests that the electron-donating substituents move the position of the equilibrium towards the azo form.Here, we report the synthesis and the tautomerism investigation of several new derivatives which exhibit more pronounced equilibrium shift. Using 13C NMR spectroscopy and DFT calculations we estimate the relative proportions of azo and hydrazone forms present at the equilibrium, as well as draw general conclusions about electron density redistribution upon the substitution.

Izvorni jezik
Engleski

Znanstvena područja
Kemija, Tekstilna tehnologija



POVEZANOST RADA


Projekti:
119-1191342-1339 - Molekulsko modeliranje strukture i reaktivnosti organskih spojeva (Mihalić, Zlatko, MZOS ) ( CroRIS)
117-0000000-3283 - Istraživanje novih višenamjenskih bojila i optičkih bjelila (Racane, Livio, MZOS ) ( CroRIS)

Ustanove:
Tekstilno-tehnološki fakultet, Zagreb,
Prirodoslovno-matematički fakultet, Zagreb


Citiraj ovu publikaciju:

Racane, Livio; Mihalić, Zlatko; Cerić, Helena; Tralić-Kulenović, Vesna
Synthesis and tautomerism of new 2-substituted benzothiazolyl azo derivatives of 2-naphthol // XXIII. hrvatski skup kemičara i kemijskih inženjera : knjiga sažetaka = XXIII Croatian meeting of chemists and chemical engineers : book of abstracts / Hadžiev, Andrea ; Blažeković, Zdenko (ur.).
Zagreb: Hrvatsko društvo kemijskih inženjera i tehnologa (HDKI), 2013. str. 143-143 (poster, nije recenziran, sažetak, znanstveni)
Racane, L., Mihalić, Z., Cerić, H. & Tralić-Kulenović, V. (2013) Synthesis and tautomerism of new 2-substituted benzothiazolyl azo derivatives of 2-naphthol. U: Hadžiev, A. & Blažeković, Z. (ur.)XXIII. hrvatski skup kemičara i kemijskih inženjera : knjiga sažetaka = XXIII Croatian meeting of chemists and chemical engineers : book of abstracts.
@article{article, author = {Racane, Livio and Mihali\'{c}, Zlatko and Ceri\'{c}, Helena and Trali\'{c}-Kulenovi\'{c}, Vesna}, year = {2013}, pages = {143-143}, keywords = {synthesis, benzothiazole, azo-hydrazone tautomerism}, isbn = {978-953-6894-50-5}, title = {Synthesis and tautomerism of new 2-substituted benzothiazolyl azo derivatives of 2-naphthol}, keyword = {synthesis, benzothiazole, azo-hydrazone tautomerism}, publisher = {Hrvatsko dru\v{s}tvo kemijskih in\v{z}enjera i tehnologa (HDKI)}, publisherplace = {Osijek, Hrvatska} }
@article{article, author = {Racane, Livio and Mihali\'{c}, Zlatko and Ceri\'{c}, Helena and Trali\'{c}-Kulenovi\'{c}, Vesna}, year = {2013}, pages = {143-143}, keywords = {synthesis, benzothiazole, NMR spectroscopy, DFT, azo-hydrazone tautomerism}, isbn = {978-953-6894-50-5}, title = {Synthesis and tautomerism of new 2-substituted benzothiazolyl azo derivatives of 2-naphthol}, keyword = {synthesis, benzothiazole, NMR spectroscopy, DFT, azo-hydrazone tautomerism}, publisher = {Hrvatsko dru\v{s}tvo kemijskih in\v{z}enjera i tehnologa (HDKI)}, publisherplace = {Osijek, Hrvatska} }




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