TY  - JOUR
AU  - Ćirić-Marjanović, Gordana
AU  - Marjanović, Budimir
AU  - Stamenković, Vojislav
AU  - Vitnik, Željko
AU  - Antić, Vesna
AU  - Juranić, Ivan
PY  - 2002
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/59
AB  - Poly-(1-naphthylamine) films were synthesized potentiodinamically and potentiostatically from 1-naphthylamine in neutral acetonitrile medium using a platinum electrode. These polymer films were investigated by infrared spectroscopy. Contrary to earlier published results neglecting the stereochemistry of the poly-(1-naphthylamine), we predict on the basis of quantum stereochemical analysis of the possible structural subunits of the polymer, that the ordinary N–C(4) coupled product is not predominant in the polymer because it is far removed from the expected planarity. Based on the results of IR investigations and semiempirical quantum chemical calculations, it is proposed that the polymer products are formed via mixed N–C(4), N–C(5) and N–C(7) coupling routes. The heats of formation of the oxidized 1-naphthylamine dimers and hexamers were calculated.
AB  - Poli-(1-naftilaminski) filmovi sintetisani su potenciostatski i potenciodinamički iz neutralnog acetonitrilnog rastvora 1-naftilamina na platinskoj elektrodi. Ovi polimerni filmovi ispitivani su IR spektroskopijom. Za razliku od ranije publikovanih rezultata koji su zanemarivali stereohemiju poli-1(-naftilamina), u ovom radu se predviđa na osnovu kvantne stereohemijske analize mogućih strukturnih jedinica polimera da uobičajeni N–C(4) kuplovani produkt nije predominantan u polimeru, jer njegova struktura nije planarna. Na osnovu rezultata IR ispitivanja i semiempirijskih kvantno-hemijskih proračuna mi pretpostavljeno je da se polimerni produkti formiraju kombinovanim N–C(4), N–C(5) i N–C(7) načinima vezivanja 1-naftilamina. U ovom radu su takođe izračunate toplote nastajanja oksidovanih dimera i heksamera 1-naftilamina.
PB  - Serbian Chemical Society
T2  - Journal of the Serbian Chemical Society
T1  - Structure and stereochemistry of electrochemically synthesized poly-(l-naphthylamine) from neutral aceto- nitrile solution
T1  - Struktura i stereohemija poli-(1-naftilamina) elektrohemijski sintetisanog u neutralnom acetonitrilnom rastvoru
VL  - 67
IS  - 12
SP  - 867
EP  - 877
DO  - 10.2298/JSC0212867C
ER  - 

@article{
author = "Ćirić-Marjanović, Gordana and Marjanović, Budimir and Stamenković, Vojislav and Vitnik, Željko and Antić, Vesna and Juranić, Ivan",
year = "2002",
abstract = "Poly-(1-naphthylamine) films were synthesized potentiodinamically and potentiostatically from 1-naphthylamine in neutral acetonitrile medium using a platinum electrode. These polymer films were investigated by infrared spectroscopy. Contrary to earlier published results neglecting the stereochemistry of the poly-(1-naphthylamine), we predict on the basis of quantum stereochemical analysis of the possible structural subunits of the polymer, that the ordinary N–C(4) coupled product is not predominant in the polymer because it is far removed from the expected planarity. Based on the results of IR investigations and semiempirical quantum chemical calculations, it is proposed that the polymer products are formed via mixed N–C(4), N–C(5) and N–C(7) coupling routes. The heats of formation of the oxidized 1-naphthylamine dimers and hexamers were calculated., Poli-(1-naftilaminski) filmovi sintetisani su potenciostatski i potenciodinamički iz neutralnog acetonitrilnog rastvora 1-naftilamina na platinskoj elektrodi. Ovi polimerni filmovi ispitivani su IR spektroskopijom. Za razliku od ranije publikovanih rezultata koji su zanemarivali stereohemiju poli-1(-naftilamina), u ovom radu se predviđa na osnovu kvantne stereohemijske analize mogućih strukturnih jedinica polimera da uobičajeni N–C(4) kuplovani produkt nije predominantan u polimeru, jer njegova struktura nije planarna. Na osnovu rezultata IR ispitivanja i semiempirijskih kvantno-hemijskih proračuna mi pretpostavljeno je da se polimerni produkti formiraju kombinovanim N–C(4), N–C(5) i N–C(7) načinima vezivanja 1-naftilamina. U ovom radu su takođe izračunate toplote nastajanja oksidovanih dimera i heksamera 1-naftilamina.",
publisher = "Serbian Chemical Society",
journal = "Journal of the Serbian Chemical Society",
title = "Structure and stereochemistry of electrochemically synthesized poly-(l-naphthylamine) from neutral aceto- nitrile solution, Struktura i stereohemija poli-(1-naftilamina) elektrohemijski sintetisanog u neutralnom acetonitrilnom rastvoru",
volume = "67",
number = "12",
pages = "867-877",
doi = "10.2298/JSC0212867C"
}

Ćirić-Marjanović, G., Marjanović, B., Stamenković, V., Vitnik, Ž., Antić, V.,& Juranić, I.. (2002). Structure and stereochemistry of electrochemically synthesized poly-(l-naphthylamine) from neutral aceto- nitrile solution. in Journal of the Serbian Chemical Society
Serbian Chemical Society., 67(12), 867-877.
https://doi.org/10.2298/JSC0212867C

Ćirić-Marjanović G, Marjanović B, Stamenković V, Vitnik Ž, Antić V, Juranić I. Structure and stereochemistry of electrochemically synthesized poly-(l-naphthylamine) from neutral aceto- nitrile solution. in Journal of the Serbian Chemical Society. 2002;67(12):867-877.
doi:10.2298/JSC0212867C .

Ćirić-Marjanović, Gordana, Marjanović, Budimir, Stamenković, Vojislav, Vitnik, Željko, Antić, Vesna, Juranić, Ivan, "Structure and stereochemistry of electrochemically synthesized poly-(l-naphthylamine) from neutral aceto- nitrile solution" in Journal of the Serbian Chemical Society, 67, no. 12 (2002):867-877,
https://doi.org/10.2298/JSC0212867C . .