Synthesis, conformational, spectroscopic and chemical reactivity analysis of 2-cyano-3-(1H-pyrrol-2-yl)acrylohydrazide using experimental and quantum chemical approaches

Synthesis, spectral and chemical reactivity analysis of 2,4-dinitrophenyl hydrazone having pyrrole moiety

“…difference between their bond lengths is due to the presence of the two different groups as 'cyanovinyl' and '2,4-dinitrophenylhydrazonomethyl' at C2, C5 of pyrrole ring, respectively. The asymmetry of the N1AC2 and N1AC5 bonds has also been seen in our previous studies [44][45][46][47][48][49][50][51].…”

Spectroscopic and quantum chemical correlation for structural evaluation, chemical reactivity and non-linear optical property investigation of two chalcone having pyrrole moiety: A comparative study

“…The observed wavenumber at 3280, 3293 cm À1 is in good agreement with the calculated wavenumber of ECADPC and EDNAPC dimer, respectively. The observed value of m NAH also correlates with the earlier reported intermolecular hydrogen bonded NAH absorption band at 3358 cm À1 , recorded in KBr pellet pyrrole-2-carboxylic acid [34], pyrrole-chalcones and hydrazones derivatives also [35][36][37][38][39][40][41][42] but this deviates from the reported free m NH band at higher wavenumber 3465 cm À1 , recorded in CCl 4 solution for pyrrole-2-carboxylic acid [34]. Therefore, solid state spectra of ECADPC and EDNAPC attributes to the vibration of hydrogen bonded NAH group and the observed wagging mode at 818 cm À1 , 800 cm À1 also confirms the involvement of pyrrolic NAH group in intermolecular attraction.…”

Synthesis and study on aroylhydrazones having cyanovinylpyrrole

“…The Econfiguration about Schiff base C15‚N16 bond is not only observed in our theoretical study but also reported in crystal structure of various aroylhydrazone derivatives (Wei, 2012;Zong, 2012). In (3a-c), due to the presence of intramolecular hydrogen bonding (N1AH27/26/20Á Á ÁN9) the pyrrole NAH bond is elongated than free NAH bond , 2014c, 2015a, 2015bSingh et al, 2013aSingh et al, , 2013bSingh et al, , 2013cSingh et al, , 2013e, 2013e, 2014aSingh et al, , 2014b.…”

“…However, the most valuable property of aroylhydrazones is their great physiological activity due to the presence of the active pharmacophore (C‚NANHACOA) and provides a wide range of application in medicinal and pharmaceutical fields with various biological applications. Therefore, a number of hydrazone derivatives have been used for the treatment of diseases such as convulsant (Dimmock et al, 2000), malaria (Melnyk et al, 2006), HIV, cancer (Savini et al, 2004), microbial (Rallas et al, 2002;Gursoy et al, 1997;Ajani et al, 2010;Rawat and Singh, 2014a, 2015a, 2015b and tuberculosis (Zheng et al, 2009;Richardson and Bernhardt, 1999;Bedia et al, 2006;Darnell and Richardson, 1999;Murukan and Mohanan, 2007). Many of hydrazones are used as prospective new materials for the development of potential chemosensors (Yu et al, 2007), opto-electronic (Szczesna and Lipkowska, 2001) and nonlinear optical (NLO) (Vijayakumar et al, 2010(Vijayakumar et al, , 2011Shirota and Kageyama, 2007;Blau, 1987;Vogt et al, 2008;Genger et al, 2008) applications.…”