Preparation and characterization of palladium(II) complexes with N-arylalkyliminodiacetic acids. Catalytic activity of complexes in methoxycarbonylation of iodobenzene Dedicated to Prof. Maria José Calhorda on the occasion of her 65th birthday.

Neven Smrečki; Boris Marko Kukovec; Jarosław Jaźwiński; Ye Liu; Jing Zhang; Ana Matea Mikecin; Zora Popović

doi:10.1016/j.jorganchem.2013.10.010

Preparation and characterization of palladium(II) complexes with N-arylalkyliminodiacetic acids. Catalytic activity of complexes in methoxycarbonylation of iodobenzene Dedicated to Prof. Maria José Calhorda on the occasion of her 65th birthday.

Neven Smrečki
, Boris Marko Kukovec
, Jarosław Jaźwiński^*
, Ye Liu
, Jing Zhang
, Ana Matea Mikecin
, Zora Popović

^*Corresponding author for this work

School of Chemistry and Molecular Engineering

University of Zagreb
Institute of Organic Chemistry of the Polish Academy of Sciences
East China Normal University
Ruder Boskovic Institute

Research output: Contribution to journal › Article › peer-review

10 Scopus citations

Abstract

The reactions of N-arylalkyl derivatives of iminodiacetic acid (H ₂Bnida, H₂Peida, H₂Ppida, o-H₂Cbida; Bn = benzyl, Pe = 2-phenylethyl; Pp = 3-phenylprop-1-yl; o-Cb = o-chlorobenzyl) with sodium tetrachloropalladate(II) in aqueous solutions were investigated. Five new palladium(II) complexes [Pd(HBnida)₂]·2H₂O (1a), [Pd(HBnida)₂] (1b), [Pd(HPeida)₂] (2), [Pd(HPpida)₂] (3) and [Pd(o-HCbida)₂] (4) were prepared and characterized by infrared spectroscopy, ¹H, ¹³C and ¹⁵N NMR spectroscopy and thermal analysis (TGA/DTA). The crystal structure of 1a was determined by single-crystal X-ray structural analysis. The palladium(II) ion in the molecule of 1a adopts a square planar coordination with two N,O-bidentate N-benzyl-hydrogeniminodiacetate ions. Complex 1a is a trans-isomer. Antitumor properties of the complexes were tested on three human cell lines. The compounds did not significantly inhibit the growth of colon (HCT 116), breast (MCF-7) and lung (H 460) tumor cell lines. All prepared palladium(II) complexes exhibit the acceptable activities towards the methoxycarbonylation of iodobenzene.

Original language	English
Pages (from-to)	224-230
Number of pages	7
Journal	Journal of Organometallic Chemistry
Volume	760
DOIs	https://doi.org/10.1016/j.jorganchem.2013.10.010
State	Published - 15 Jun 2014

Keywords

Antitumor properties
Catalytic activity
Iminodiacetate
NMR spectroscopy
Palladium(II)
X-ray structure determination

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Smrečki, N., Kukovec, B. M., Jaźwiński, J., Liu, Y., Zhang, J., Mikecin, A. M., & Popović, Z. (2014). Preparation and characterization of palladium(II) complexes with N-arylalkyliminodiacetic acids. Catalytic activity of complexes in methoxycarbonylation of iodobenzene Dedicated to Prof. Maria José Calhorda on the occasion of her 65th birthday. Journal of Organometallic Chemistry, 760, 224-230. https://doi.org/10.1016/j.jorganchem.2013.10.010

Smrečki, Neven ; Kukovec, Boris Marko ; Jaźwiński, Jarosław et al. / Preparation and characterization of palladium(II) complexes with N-arylalkyliminodiacetic acids. Catalytic activity of complexes in methoxycarbonylation of iodobenzene Dedicated to Prof. Maria José Calhorda on the occasion of her 65th birthday. In: Journal of Organometallic Chemistry. 2014 ; Vol. 760. pp. 224-230.

@article{107e8f7917a54a26b86834e07243e57d,

title = "Preparation and characterization of palladium(II) complexes with N-arylalkyliminodiacetic acids. Catalytic activity of complexes in methoxycarbonylation of iodobenzene Dedicated to Prof. Maria Jos{\'e} Calhorda on the occasion of her 65th birthday.",

abstract = "The reactions of N-arylalkyl derivatives of iminodiacetic acid (H 2Bnida, H2Peida, H2Ppida, o-H2Cbida; Bn = benzyl, Pe = 2-phenylethyl; Pp = 3-phenylprop-1-yl; o-Cb = o-chlorobenzyl) with sodium tetrachloropalladate(II) in aqueous solutions were investigated. Five new palladium(II) complexes [Pd(HBnida)2]·2H2O (1a), [Pd(HBnida)2] (1b), [Pd(HPeida)2] (2), [Pd(HPpida)2] (3) and [Pd(o-HCbida)2] (4) were prepared and characterized by infrared spectroscopy, 1H, 13C and 15N NMR spectroscopy and thermal analysis (TGA/DTA). The crystal structure of 1a was determined by single-crystal X-ray structural analysis. The palladium(II) ion in the molecule of 1a adopts a square planar coordination with two N,O-bidentate N-benzyl-hydrogeniminodiacetate ions. Complex 1a is a trans-isomer. Antitumor properties of the complexes were tested on three human cell lines. The compounds did not significantly inhibit the growth of colon (HCT 116), breast (MCF-7) and lung (H 460) tumor cell lines. All prepared palladium(II) complexes exhibit the acceptable activities towards the methoxycarbonylation of iodobenzene.",

keywords = "Antitumor properties, Catalytic activity, Iminodiacetate, NMR spectroscopy, Palladium(II), X-ray structure determination",

author = "Neven Smre{\v c}ki and Kukovec, \{Boris Marko\} and Jaros{\l}aw Ja{\'z}wi{\'n}ski and Ye Liu and Jing Zhang and Mikecin, \{Ana Matea\} and Zora Popovi{\'c}",

year = "2014",

month = jun,

day = "15",

doi = "10.1016/j.jorganchem.2013.10.010",

language = "英语",

volume = "760",

pages = "224--230",

journal = "Journal of Organometallic Chemistry",

issn = "0022-328X",

publisher = "Elsevier B.V.",

}

Smrečki, N, Kukovec, BM, Jaźwiński, J, Liu, Y, Zhang, J, Mikecin, AM & Popović, Z 2014, 'Preparation and characterization of palladium(II) complexes with N-arylalkyliminodiacetic acids. Catalytic activity of complexes in methoxycarbonylation of iodobenzene Dedicated to Prof. Maria José Calhorda on the occasion of her 65th birthday.', Journal of Organometallic Chemistry, vol. 760, pp. 224-230. https://doi.org/10.1016/j.jorganchem.2013.10.010

Preparation and characterization of palladium(II) complexes with N-arylalkyliminodiacetic acids. Catalytic activity of complexes in methoxycarbonylation of iodobenzene Dedicated to Prof. Maria José Calhorda on the occasion of her 65th birthday. / Smrečki, Neven; Kukovec, Boris Marko; Jaźwiński, Jarosław et al.
In: Journal of Organometallic Chemistry, Vol. 760, 15.06.2014, p. 224-230.

Research output: Contribution to journal › Article › peer-review

TY - JOUR

T1 - Preparation and characterization of palladium(II) complexes with N-arylalkyliminodiacetic acids. Catalytic activity of complexes in methoxycarbonylation of iodobenzene Dedicated to Prof. Maria José Calhorda on the occasion of her 65th birthday.

AU - Smrečki, Neven

AU - Kukovec, Boris Marko

AU - Jaźwiński, Jarosław

AU - Liu, Ye

AU - Zhang, Jing

AU - Mikecin, Ana Matea

AU - Popović, Zora

PY - 2014/6/15

Y1 - 2014/6/15

N2 - The reactions of N-arylalkyl derivatives of iminodiacetic acid (H 2Bnida, H2Peida, H2Ppida, o-H2Cbida; Bn = benzyl, Pe = 2-phenylethyl; Pp = 3-phenylprop-1-yl; o-Cb = o-chlorobenzyl) with sodium tetrachloropalladate(II) in aqueous solutions were investigated. Five new palladium(II) complexes [Pd(HBnida)2]·2H2O (1a), [Pd(HBnida)2] (1b), [Pd(HPeida)2] (2), [Pd(HPpida)2] (3) and [Pd(o-HCbida)2] (4) were prepared and characterized by infrared spectroscopy, 1H, 13C and 15N NMR spectroscopy and thermal analysis (TGA/DTA). The crystal structure of 1a was determined by single-crystal X-ray structural analysis. The palladium(II) ion in the molecule of 1a adopts a square planar coordination with two N,O-bidentate N-benzyl-hydrogeniminodiacetate ions. Complex 1a is a trans-isomer. Antitumor properties of the complexes were tested on three human cell lines. The compounds did not significantly inhibit the growth of colon (HCT 116), breast (MCF-7) and lung (H 460) tumor cell lines. All prepared palladium(II) complexes exhibit the acceptable activities towards the methoxycarbonylation of iodobenzene.

AB - The reactions of N-arylalkyl derivatives of iminodiacetic acid (H 2Bnida, H2Peida, H2Ppida, o-H2Cbida; Bn = benzyl, Pe = 2-phenylethyl; Pp = 3-phenylprop-1-yl; o-Cb = o-chlorobenzyl) with sodium tetrachloropalladate(II) in aqueous solutions were investigated. Five new palladium(II) complexes [Pd(HBnida)2]·2H2O (1a), [Pd(HBnida)2] (1b), [Pd(HPeida)2] (2), [Pd(HPpida)2] (3) and [Pd(o-HCbida)2] (4) were prepared and characterized by infrared spectroscopy, 1H, 13C and 15N NMR spectroscopy and thermal analysis (TGA/DTA). The crystal structure of 1a was determined by single-crystal X-ray structural analysis. The palladium(II) ion in the molecule of 1a adopts a square planar coordination with two N,O-bidentate N-benzyl-hydrogeniminodiacetate ions. Complex 1a is a trans-isomer. Antitumor properties of the complexes were tested on three human cell lines. The compounds did not significantly inhibit the growth of colon (HCT 116), breast (MCF-7) and lung (H 460) tumor cell lines. All prepared palladium(II) complexes exhibit the acceptable activities towards the methoxycarbonylation of iodobenzene.

KW - Antitumor properties

KW - Catalytic activity

KW - Iminodiacetate

KW - NMR spectroscopy

KW - Palladium(II)

KW - X-ray structure determination

UR - https://www.scopus.com/pages/publications/84899438871

U2 - 10.1016/j.jorganchem.2013.10.010

DO - 10.1016/j.jorganchem.2013.10.010

M3 - 文章

AN - SCOPUS:84899438871

SN - 0022-328X

VL - 760

SP - 224

EP - 230

JO - Journal of Organometallic Chemistry

JF - Journal of Organometallic Chemistry

ER -

Smrečki N, Kukovec BM, Jaźwiński J, Liu Y, Zhang J, Mikecin AM et al. Preparation and characterization of palladium(II) complexes with N-arylalkyliminodiacetic acids. Catalytic activity of complexes in methoxycarbonylation of iodobenzene Dedicated to Prof. Maria José Calhorda on the occasion of her 65th birthday. Journal of Organometallic Chemistry. 2014 Jun 15;760:224-230. doi: 10.1016/j.jorganchem.2013.10.010

Preparation and characterization of palladium(II) complexes with N-arylalkyliminodiacetic acids. Catalytic activity of complexes in methoxycarbonylation of iodobenzene Dedicated to Prof. Maria José Calhorda on the occasion of her 65th birthday.

Abstract

Keywords

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