2014
DOI: 10.1021/cr5001157
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PyridiniumN-Phenolate Betaine Dyes

Abstract: Introduction 10429 2. Historical Contextualization 10431 3. Synthesis of Pyridinium N-Phenolate Dyes 10433 4. Solvatochromic Properties of Pyridinium N-Phenolate Dyes 10435 4.1. X-ray Crystallographic Studies of the Molecular Structures of Pyridinium N-Phenolate Dyes 10437 4.2. Quantum Chemical Calculations Involving Pyridinium N-Phenolate Dyes 10438 4.3. The E T (30) and E T N Solvent Polarity Scale 10440 4.4. Multiparametric Approaches to the Analysis of the E T (30) and E T N Scale 10441 5. Secondary Solvat… Show more

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Cited by 263 publications
(219 citation statements)
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References 696 publications
(1,117 reference statements)
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“…In this work, we assign and discuss for the first time the Raman and SERS spectra of 1-(4-mercaptophenyl)-2,4,6-triphenylpyridinium perchlorate (4-MPTP), a secondary betaine 13 , by using theoretical data. Calculations are performed using DFT data at the B3LYP/6-31G(d) level of the theory; the Extended Hückel theory is proposed to characterize the analyte surface interaction.…”
Section: Introductionmentioning
confidence: 99%
“…In this work, we assign and discuss for the first time the Raman and SERS spectra of 1-(4-mercaptophenyl)-2,4,6-triphenylpyridinium perchlorate (4-MPTP), a secondary betaine 13 , by using theoretical data. Calculations are performed using DFT data at the B3LYP/6-31G(d) level of the theory; the Extended Hückel theory is proposed to characterize the analyte surface interaction.…”
Section: Introductionmentioning
confidence: 99%
“…Reichardt and Welton 2010;Machado et al 2014). Therefore, values of max of WB should be sensitive the (average) number of free hydroxyl groups in the cellulose derivative, i.e, to DSCaboxy, as we demonstrated previously(Fidale et al 2010;Casarano et al 2011;Fidale et al 2013), and listed inTable SM-3.…”
mentioning
confidence: 63%
“…One of the most suitable and commonly used dyes is 4-(2,4,6-triphenylpyridinium-1-yl)-2,6-diphenylphenolate, known as the standard solvatochromic Reichardt's dye (RD). The information about the polarity of the medium is obtained from the spectrum of the dye dissolved in it, because this spectrum strongly depends on the dielectric constant and hydrogen bonds donating ability of the microenvironment of the dye molecule and, especially, its O atom that is a single hydrogen bonds acceptor in the molecule [1][2][3]. Consequently, the polarity parameter of the medium, which is denoted E T (30), is calculated from the wavelength of the maximum in the visible portion of the spectrum, max However, the treatment of polarity parameters of colloid solutions is complicated by the highly inhomogeneous character of the dye molecule microenvironment.…”
Section: Introductionmentioning
confidence: 99%