Deuterium isotope effects in C-13 NMR spectra of trans-N-salicylideneaniline isotopomers

Smrečki, Vilko; Novak, Predrag; Vikić-Topić, Dražen; Hrenar, Tomica; Meić, Zlatko (2002) Deuterium isotope effects in C-13 NMR spectra of trans-N-salicylideneaniline isotopomers. Croatica Chemica Acta, 75 (1). pp. 41-49. ISSN 0011-1643

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Abstract

A series of isotopically labelled trans-N-salicylideneaniline (SAN) isotopomers has been prepared (2'-H-2-, 3-H-2-, 4'-H-2- and 2',3',4',5',6'-H-2(5)-SAN) and their C-13 NMR spectra recorded and analyzed. Deuterium isotope effects (DIEs) in C-13 NMR spectra of SAN isotopomers have been compared with those observed in the corresponding isotopomers of related binuclear aromatic molecules. Most of DIEs in SAN resemble those previously reported for similar molecular systems, except for some effects over three bonds. It is suggested that the participation of SAN nitrogen lone pair in the intramolecular hydrogen bond is responsible for the observed difference in DIEs through three bonds at the aniline ring ortho carbon.

Item Type:	Article
Uncontrolled Keywords:	NMR; H-1; C-13; deuterium isotope effects; salicylideneaniline; hydrogen bond; chemical-shifts
Subjects:	NATURAL SCIENCES > Chemistry
Divisions:	NMR Center
Projects:	Project title Project leader Project code Project type Analiticki sustavi - razvoj pristupa i metoda Zlatko Meić 0119641 MZOS Izotopno obilježavanje i molekulske spektroskopije Goran Baranović 00980802 MZOS Nuklearna magnetska rezonancija i proračuni bioorganskih molekula Dražen Vikić-Topić 0098059 MZOS
Depositing User:	Vilko Smrečki
Date Deposited:	19 Nov 2013 10:04
URI:	http://fulir.irb.hr/id/eprint/973

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