A Vibrational and Theoretical Interpretation of the Conformation of Mono- and Disubstituted N-Benzylideneanilines

Figueroa, K.; Campos‐Vallette, Marcelo; Venegas, Darna; Quiróz, Andrés; Quezada, Esteban

doi:10.1080/00387019108018140

Cited by 7 publications

(2 citation statements)

References 5 publications

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“…The adsorption and orientation of the molecular systems on gold nanoparticles were analyzed by SERS for a concentration final the 10 −5 M. A comparison between the conventional Raman spectra and the respective SERS allows to infer about the adsorbate-substrate interaction mechanism and the orientation of the adsorbate on the surface. The vibrational assignment (FT-IR and Raman) for each cruciform system was carried out through information reported in literature for both imine compounds [36,37] and thiophene-derived compounds. [38][39][40][41] Likewise, the assignment was complemented with computational calculations within the framework of the Density Functional Theory (DFT).…”

Section: Raman and Sers Study: Adsorption And Orientation Of The Cruciform Derivativesmentioning

confidence: 99%

Synthesis, characterization and surface enhanced Raman spectroscopy study of a new family of different substituted cruciform molecular systems deposited on gold nanoparticles

Sánchez‐González

Imbarack

Suazo

et al. 2021

J Raman Spectroscopy

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In this work, the adsorption and orientation on gold nanoparticles (AuNps) of a new family of cruciform systems consisting of thiophene rings and imino groups were studied. The structural modification and its influence on the adsorbate‐substrate interaction were evaluated by UV–Vis spectroscopy and Surface Enhanced Raman Spectroscopy (SERS). The absence of SERS spectrum for (N,N′‐bis(4‐(trifluoromethyl)benzylidene)‐2,5‐di (thiophene‐2‐yl)‐1,4‐diaminobenzene) CFF shows that the inclusion of a trifluoromethyl group (‐CF3) on the benzylidene fragment limits the interaction of the CFF system with the gold substrate, in contrast, to that obtained for (N, N′‐dibenzylidene‐2,5‐di (thiophene‐2‐yl) ‐1,4‐diaminobenzene) 2‐CF and (N, N′‐bis (4‐methoxybenzylidene) ‐2,5‐di (thiophene‐2yl) ‐1,4‐diaminobenzene) CMF, where the adsorption took place preferentially through the thiophene rings, resulting in partial quinoidization. On the other hand, the interaction for compound (N, N′‐bis (4‐methylenepyridinyl) ‐2,5‐di (thiophene‐2‐yl) ‐1,4‐diaminobenzene) CPy with the surface was conducted by means of the pyridinic fragments. The systematic modification of the bifunctional cruciform systems, with groups of different nature, makes it possible to rationalize the structural aspects that directly influence the adsorbate‐substrate interaction and molecular orientation on gold substrates. These structural parameters are the basis to the development of stable molecular assemblies, which can act as basic building blocks in the manufacture of molecular switches.

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Section: Raman and Sers Study: Adsorption And Orientation Of The Cruciform Derivativesmentioning

confidence: 99%

Synthesis, characterization and surface enhanced Raman spectroscopy study of a new family of different substituted cruciform molecular systems deposited on gold nanoparticles

Sánchez‐González

Imbarack

Suazo

et al. 2021

J Raman Spectroscopy

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“…The results showed the coordination of XBAYs to palladium always resulted in a shift of the C═N to a lower frequency. In 1991, Figueroa et al found that a donor group in para position of the benzylidene ring in molecule of XBAY had a significant effect on the skeletal vibrations. And the interpretations for the vibrational spectra of the XBAY and 4,4′‐disubstituted XBAY were given.…”

Section: Introductionmentioning

confidence: 99%

Substituent effects on the stretching vibration of C═N in multi‐substituted benzylideneanilines

Wang

Cao

2019

J of Physical Organic Chem

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Forty-nine samples of 3,4′/4,3′/3,3′-disubstituted benzylideneanilines (XBAYs) and 52 samples of multi-substituted XBAYs were synthesized, and their infrared absorption spectra were recorded in this paper. On the basis of the stretching vibration frequencies ν C═N of C═N bridging bond of 158 samples of substituted XBAYs (including 57 samples of 4,4′-disubstituted XBAYs from reference and 101 samples of substituted XBAYs synthesized in this paper), an extensional research of substituent effects on the ν C═N values from 4,4′-disubstituted XBAYs to multi-substituted XBAYs was made. A modified equation for quantifying the ν C═N values of multi-substituted XBAYs was obtained (shown as Equation (3)). Equation (3) indicates that the excitedstate substituent constant of Y and the substituent specific cross-interaction effect between X and X cannot be ignored for the quantitative regression analysis of the ν C═N values of multi-substituted XBAYs. Compared with Equation (1), Equation (3) has a wider application and more accuracy in quantifying the ν C═N values of substituted XBAYs.

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Structure and conformation of 2,3,4-triphenyl-1-oxa-4-azabutadiene

Güner

Kabak

Elerman

2000

Journal of Molecular Structure

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A Vibrational and Theoretical Interpretation of the Conformation of Mono- and Disubstituted N-Benzylideneanilines

Cited by 7 publications

References 5 publications

Synthesis, characterization and surface enhanced Raman spectroscopy study of a new family of different substituted cruciform molecular systems deposited on gold nanoparticles

Synthesis, characterization and surface enhanced Raman spectroscopy study of a new family of different substituted cruciform molecular systems deposited on gold nanoparticles

Substituent effects on the stretching vibration of C═N in multi‐substituted benzylideneanilines

Structure and conformation of 2,3,4-triphenyl-1-oxa-4-azabutadiene

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