TY  - JOUR
AU  - Miodragović Đenana U.
AU  - Vitnik, ZJ
AU  - Milosavljević, Slobodan M.
AU  - Malinar, M.J.
AU  - Juranić, Ivan O.
PY  - 2005
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/727
AB  - Conformational analysis based on an analysis of the vicinal alpha- and beta-proton coupling constants of (S)-tyrosinato ligands in diastereomers of a bis[(S)-tyrosinato](1,3-diaminopropane)cobalt(III) complex is used to calculate the mol fractions of the three most stable rotamers (t, g, h) of the (S)-tyrosinato ligand's side groups in D2O solution. The results of this conformational analysis indicate a population increase in the sterically least favorable rotamer h in diastereomers of Cl-molecular symmetry (complexes 5 and 6). The TOCSY spectrum of complex 6 in aqueous solution shows an exceptionally small chemical shift of one NH2 proton from the coordinated diamine, which is explained by an interligand NH center dot center dot center dot pi interaction. These findings demonstrate the persistence of this weak, noncovalent interaction in water solution. DFT calculations for complex 6, whose diamine ring is in a chair conformation, indicate that the complex with an h conformation in both its (S)-tyrosinato ligand side-residues, which yields the most frequent NH center dot center dot center dot pi interactions, represents an energy minimum. The fact that coordinated 1,3-diaminopropane in the examined complex 6 is in a chair conformation in aqueous solution is proved by the NMR analysis. (c) Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2005.
PB  - Wiley-V C H Verlag Gmbh, Weinheim
T2  - European Journal of Inorganic Chemistry
T1  - NH...pi interactions stabilize the most-hindered rotamer of the (S)-tyrosinato side group in bis[(S)-tyrosinato](diamine)cobalt(III) complexes: An NMR spectroscopic and DFT study
IS  - 15
SP  - 3172
EP  - 3178
DO  - 10.1002/ejic.200400873
ER  - 

@article{
author = "Miodragović Đenana U. and Vitnik, ZJ and Milosavljević, Slobodan M. and Malinar, M.J. and Juranić, Ivan O.",
year = "2005",
abstract = "Conformational analysis based on an analysis of the vicinal alpha- and beta-proton coupling constants of (S)-tyrosinato ligands in diastereomers of a bis[(S)-tyrosinato](1,3-diaminopropane)cobalt(III) complex is used to calculate the mol fractions of the three most stable rotamers (t, g, h) of the (S)-tyrosinato ligand's side groups in D2O solution. The results of this conformational analysis indicate a population increase in the sterically least favorable rotamer h in diastereomers of Cl-molecular symmetry (complexes 5 and 6). The TOCSY spectrum of complex 6 in aqueous solution shows an exceptionally small chemical shift of one NH2 proton from the coordinated diamine, which is explained by an interligand NH center dot center dot center dot pi interaction. These findings demonstrate the persistence of this weak, noncovalent interaction in water solution. DFT calculations for complex 6, whose diamine ring is in a chair conformation, indicate that the complex with an h conformation in both its (S)-tyrosinato ligand side-residues, which yields the most frequent NH center dot center dot center dot pi interactions, represents an energy minimum. The fact that coordinated 1,3-diaminopropane in the examined complex 6 is in a chair conformation in aqueous solution is proved by the NMR analysis. (c) Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2005.",
publisher = "Wiley-V C H Verlag Gmbh, Weinheim",
journal = "European Journal of Inorganic Chemistry",
title = "NH...pi interactions stabilize the most-hindered rotamer of the (S)-tyrosinato side group in bis[(S)-tyrosinato](diamine)cobalt(III) complexes: An NMR spectroscopic and DFT study",
number = "15",
pages = "3172-3178",
doi = "10.1002/ejic.200400873"
}

Miodragović Đenana U., Vitnik, Z., Milosavljević, S. M., Malinar, M.J.,& Juranić, I. O.. (2005). NH...pi interactions stabilize the most-hindered rotamer of the (S)-tyrosinato side group in bis[(S)-tyrosinato](diamine)cobalt(III) complexes: An NMR spectroscopic and DFT study. in European Journal of Inorganic Chemistry
Wiley-V C H Verlag Gmbh, Weinheim.(15), 3172-3178.
https://doi.org/10.1002/ejic.200400873

Miodragović Đenana U., Vitnik Z, Milosavljević SM, Malinar M, Juranić IO. NH...pi interactions stabilize the most-hindered rotamer of the (S)-tyrosinato side group in bis[(S)-tyrosinato](diamine)cobalt(III) complexes: An NMR spectroscopic and DFT study. in European Journal of Inorganic Chemistry. 2005;(15):3172-3178.
doi:10.1002/ejic.200400873 .

Miodragović Đenana U., Vitnik, ZJ, Milosavljević, Slobodan M., Malinar, M.J., Juranić, Ivan O., "NH...pi interactions stabilize the most-hindered rotamer of the (S)-tyrosinato side group in bis[(S)-tyrosinato](diamine)cobalt(III) complexes: An NMR spectroscopic and DFT study" in European Journal of Inorganic Chemistry, no. 15 (2005):3172-3178,
https://doi.org/10.1002/ejic.200400873 . .