Synthesis and study on aroylhydrazones having cyanovinylpyrrole

Abstract

A series of C-cyanovinylpyrrole containing aroylhydrazones (3a-c), derived from ethyl 2-cyano-3-(5-formyl-1H-pyrrol-2-yl)-acrylate and acid hydrazides: salicylhydrazide, isoniazid and 3,5-dinitrobenzohydrazide have been characterized by various spectroscopic techniques ( 1 H NMR, 13 C NMR, Mass, UV-Visible, Emission, FT-IR) and quantum chemical calculations. TD-DFT has been used to calculate the various electronic excitations and their nature. The emission spectra show that (3a-c) are good photoluminescent material due to intense emission at higher wavelength in yellow, green and blue region with high Stoke's shift in the region 80-328 nm. The molar refractivity (MR) for (3a-c) is calculated as 109.28, 102.96, 119.14 esu, respectively. Natural bond orbital (NBO) analysis has been carried out to explore the various conjugative and hyperconjugative interactions within molecule and their second order stabilization energy (E (2) ). Global electrophilicity index (x = 5.41-8.11 eV) shows that (3a-c) molecules work as strong electrophiles. The local reactivity descriptors analyses such as Fukui functions (f k + , f k À ), local softnesses (s k + , s k À ) and electrophilicity indices (x k + , x k À ) have been performed to determine the reactive sites within molecules. The first hyperpolarizabilities (b 0 ) of (3a-c) have been computed and found to increase with electron withdrawing substituents. ª 2015 The Authors. Production and hosting by Elsevier B.V. on behalf of King Saud University. This is an open access article under the CC BY-NC-ND license (http://creativecommons.org/licenses/by-nc-nd/4.0/).

Golden Buckwheat Extract–Loaded Injectable Hydrogel for Efficient Postsurgical Prevention of Local Tumor Recurrence Caused by Residual Tumor Cells

“…Pores were detected in GBE–loaded hydrogel with a COO − /Ca 2+ molar ratio of 1:1 and relatively smooth membrane–like structures appeared in drug–loaded hydrogels with COO − /Ca 2+ molar ratios of 1:4 and 1:8. Compared with blank hydrogels, the observed morphological changes of GBE–loaded hydrogels were probably caused by the interaction between blank hydrogel and GBE [ 33 , 34 ].…”

Anchoring PNIPAM on ATP Surface via hydrogen bonding and coordination for a temperature-responsive adsorption of hydrophobic drug

“…In accordance with the above orbital distribution, O and N atoms have the greatest f k + and f k − , denoting the interaction sites of amide. However, O atom with greater Fukui functions (f k + = 0.2501, f k − = 0.2140) has higher chemical reactivity (higher nucleophilic and electrophilic possibility) than N atom (with f k + = 0.1688, f k − = 0.0583) [30]. Thus, the interaction sites of PNIPAM with ATP surface should be mainly ascribed to the carbonyl (O = C) that may have hydrogen bonding and coordination with the ATP surface.…”