TAILIEUCHUNG - 1H- and 13C-nmr spectra of some azomethines of 5-amino-2-phenylindole series

The 1 H- and 13 C-spectra of some azomethines of 5-amino-2-phenylindole series have been recorded and researched. It shown that, the substituents in benzene ring influenced on the chemical shift of proton on azomethine bond. | Journal of Chemistry Vol. 45 5 P. 642 - 647 2007 1H- AND 13C-NMR SPECTRA OF SOME AZOMETHINES OF 5-AMINO-2-PHENYLINDOLE SERIES Received 27 February 2007 DANG NHU TAI NGUyEN DINH THANH PHAM Duy NAM HOANG THANH Duc Faculty of Chemistry Hanoi University of Science VNU SUMMARy The 1H- and 13C-spectra of some azomethines of 5-amino-2-phenylindole series have been recorded and researched. It shown that the substituents in benzene ring influenced on the chemical shift of proton on azomethine bond. I - INTRODUCTION Some azomethines of 5-amino-2-phenylindole have been synthesized from this amine and some different substituted benzaldehydes in our lab 1 . Their properties as the metallic corrosion inhibition capacity on CT-3 steel in 2 M HCl medium were investigated 2 . In some previous papers we indicated that the azomethines containing indole ring had some interesting spectral properties 3 - 5 . In order to continuing these studies the proton and carbon-13 NMR spectroscopies of these azomethine series have been recorded and discussed. II - EXPERIMENTAl Azomethines of 5-amino-2-phenylindole series what were used in this research have been synthesized in according to the method described 1 . Their structures have the following formulas where R were m-NO2 I p-Cl II H III 3 4 -O2CH2 IV p-OCH3 V p-OH VI p-N CH3 2 VII o-OH VIII . The 1H and 13C-NMR spectra were recorded in AVANCE Spectrometer BRUKER German at 500 MHz using DMSO-d6 as solvent using TMS as the internal reference. III - RESUlTS AND DISCUSSION All signals in 1H-NMR spectra of benzylidene-5-amino-2-phenylindoles were represented in table 1. It shown that total of protons in the azomethine molecules was suitable to molecular formulas. The sharp resonance signal with high intensity that appears in region 642 of ppm to ppm belongs to NH-proton in the indole ring. This signal can be easily distinguished from other ones see figure 1 . The resonance signal of proton in azomethine bond CH N- is the singlet peak

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