Raman Characterization of Phenyl-Derivatives: From Primary Amine to Diazonium Salts

The objective of the present work is to use Raman spectroscopy for characterizing, the fate of phenyl-derivatives, from phenyl-amines to aryl-diazonium derivatives (ADD). Four ADD were investigated: (i) benzene diazoniumtetrafluoroborate (DS), (ii) 4-decyl benzene diazoniumtetrafluoroborate (DS-C10H21), (iii) 4-carboxybenzene diazoniumtetrafluoroborate (DS-COOH) and (iv) 4-(aminoethyl) benzene diazoniumtetrafluoroborate (DS-(CH2)2NH2). Raman investigation of the above ADD confirmed the existence of an N≡N bond stretching in the range of 2285-2305 cm-1. Moreover, the strong band related to CH in plane-bending and C-N-stretching modes in the 1073-1080 cm-1 range, is a signature of phenyl derivatives stemming from ADD. Furthermore, we analyzed and discuss the H-N- (ring) symmetric stretching modes and the ring-N, as well as the benzene-ring vibrational modes, the C-H related vibrations and the functions in para-position carried by the aromatic ring. The effect of structural changes, the conformational rearrangements from amines to ADD and the influence of the substituent located in the para-position on Raman modes, were examined as well. Finally, Raman experiments supported by Density Functional Theory (DFT) modeling allowed us to determine the crystalline structure of DS-COOH.


Phenyl-amines, Diazonium salts, Synthesis and characterization, Raman, DFT calculations

How to cite
Betelu S, Tijunelyte I, Boubekeur Lecaque L, Ignatiadis I, Schnepf AC, Guenin E, Bouchemal N, Felidj N, Rinnert Emmanuel, Lamy de La chapelle M (2017). Raman Characterization of Phenyl-Derivatives: From Primary Amine to Diazonium Salts. Journal of Organic & Inorganic Chemistry. 3 (1). 1-10. https://doi.org/10.21767/2472-1123.100021, https://archimer.ifremer.fr/doc/00391/50262/

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