Kharash Reaction on Heterogenized Metal Complexes with Bifunctional Ligands

I. G. Tarkhanova; A. I. Kokorin; M. G. Gantman; V. M. Zelikman; D. S. Tsvetkov

doi:doi:10.11648/j.ajpc.20130202.11

| Peer-Reviewed

Kharash Reaction on Heterogenized Metal Complexes with Bifunctional Ligands

I. G. Tarkhanova, A. I. Kokorin, M. G. Gantman, V. M. Zelikman, D. S. Tsvetkov

Published in American Journal of Physical Chemistry (Volume 2, Issue 2)

Published: 2 April 2013

Views: Downloads:

Download PDF

Share This Article

Twitter
Linked In
Facebook

Abstract

New catalytic systems for polyhalogenmethanes addition to olefins were obtained by immobilization of complexes of Cu, Co, Mn, V (in the vanadyl form) and Fe with bifunctional ligands of aminoalcohols (monoethanolamine), substituted aminoalcohols (N, N-diethylaminoethanol), hydroxyaminoacids (serine, hydroxyproline) on the oxide supports. For Cu, Co, Mn, V the extrem dependence of the catalyst activity on the surface concentration of metal was observed. For iron containing systems the mechanism of the process depends on the concentration of metal — at low concentration (<0.4 wt. %) amine complex are active sites, at high concentration (>1.3 wt. %) — Lewis acid centres. By means of ESR the structure of active sites of the anchored complexes at different metal concentration was stated on the example of copper containing systems. Complexes isolated on the surface of mineral support at the expanse of strong covalent bonding of one of the lignd groups with surface hydroxyls were the most active. Such a structure provides the formation of the surface complexes of divalent copper with four nitrogen atoms in the coordination sphere.

Published in	American Journal of Physical Chemistry (Volume 2, Issue 2)
DOI	10.11648/j.ajpc.20130202.11
Page(s)	24-32
Creative Commons	This is an Open Access article, distributed under the terms of the Creative Commons Attribution 4.0 International License (http://creativecommons.org/licenses/by/4.0/), which permits unrestricted use, distribution and reproduction in any medium or format, provided the original work is properly cited.
Copyright	Copyright © The Author(s), 2013. Published by Science Publishing Group

Keywords

Transition Metal Complexes, Addition, Carbon Tetrachloride, Surface, Immobilization

References

[1]	M.S. Kharash, E.V. Jensen, W.H. Urry (1947) J. of Am. Chem. Soc., 69: 1100
[2]	Mayo F.R. (1948) J. Am. Chem. Soc., 70: 3689
[3]	Freidlina R.Kh., Chukovskaya E.C. (1974) Synthesis, 10: 447
[4]	Assher M., Vofsi D. (1963) J. Chem. Soc., 1887
[5]	T.Sasaki, M.Tada, C.Zhong (2008) J. Mol. Cat. A, 279: 200-209
[6]	Yohey Oe, Yasuhiro Uozumi (2008) Adv. Synth. Catal. 350: 1771-1775
[7]	J.M.Munoz-Molina, W.M.C. Sameera, E.Alvarez (2011) Inorg.Chem. 50: 2458-2467
[8]	L.G. Hun, L. Nondek (1987) Coll. Czech. Chem. Commun., 52: 1758
[9]	R. Davis, N.M.S. Khazal, T.E. Bitterwolf (1990) J. of Organomet. Chem., 397: 51
[10]	W.J. Bland, R. Davis, J.L.A. Durrant (1985) J. of Organomet. Chem., 280: 397
[11]	R.A.Gossage, L.A.Van de Kuil, G.Koten (1998) Acc.Chem.Res. 31: 423-431.
[12]	L. Forti, F.Ghelfi, U.M.Pagnoni(1997) Tetrahedron. 53: 4419-4426
[13]	H. Uegaki, Y. Kotani, M. Kamigaito, M. Sawamoto (1997) Macromol., 30: 2249
[14]	C. Granel, Ph. Dubois, R. Jérôme, Ph. Theyssié (1996) Macromol., 29: 8576.
[15]	J.S. Wang, K. Matyjaszewski (1995) J. of Amer. Chem. Soc., 117: 5614
[16]	M. Bialek, H. Cramail, A. Deffieux, S.M. Guilaume (2005) Europ. Polym. J., 41: 2678
[17]	T.Pintauer (2010) Eur. J. Inorg. Chem. 2449–2460.
[18]	T.Sasaki, C.Zhong, M.Tada, Y.Iwasawa (2005) Chem. Comm.:2506
[19]	Berendsen G.E., Pikaart K.A., de Galan L. (1980) J. Liq. Chromatogr., 1437-1442
[20]	V.V.Smirnov , I.G.Tarkhanova, A.I.Kokorin, V.I.Pergushov, D.S.Tsvetkov (2005) Kinetics and Catalysis. 46: 65-71.
[21]	V.V.Smirnov , I.G.Tarkhanova, A.I.Kokorin, M.G,Gantman, D.S.Tsvetkov (2005) Kinetics and Catalysis, 46: 72-76.
[22]	V.V.Smirnov , I.G.Tarkhanova, A.I.Kokorin, D.S.Tsvetkov. (2005) Kinetics and Catalysis. 46: 861-866
[23]	V.V.Smirnov , I.G.Tarkhanova, D.S.Tsvetkov (2007) Kinetics and Catalysis. 48: 271-275.
[24]	J.A.Bertrand, E.Fujita, D.G.VanDerveer (1980) Inorg. Chem., 19: 2022-2028
[25]	J.Jezierska, T.Gowiak, A.Ozarowski, Y.Y.Yablokov. (1998) Inorg.Chim.Acta. 275-276: 28-36.
[26]	Y.Nishida, S.Kida (1976) J. Inorg. Nucl. Chem., 38: 451-457
[27]	J.E. Wertz, J.R. Bolton (1972) Electron Spin Resonance. Elementary theory and practical applications. McGraw Hill Book, Company, N.-Y.
[28]	Goodman B. A., Raynor J. B. (1970) Adv. Inorg. Chem. Radiochem., 13: 135-162.
[29]	Yu. N. Molin, K. M. Salikhov, K. I. Zamaraev, (1980) Spin Exchange. Springer-Verlag, Berlin
[30]	N.M.Kabanov, A.I.Kokorin, V.B.Rogacheva and A.B.Zezin (1979) Polymer Sci. USSR, 21: 230-240
[31]	L.S. Molochnikov, B.K Radionov (1995) Russ. J. Phys. Chem., 69: 836.
[32]	Goldanskii V.I., Herber R.H. (1968) Chemical application of Mossbauer spectroscopy. Academic Press. N.-Y – London.
[33]	I.S.Akhrem, A.V.Orlinkov, М.Vol'pin.(1993) J. Chem. Soc., Chem. Commun.:671-672.

Cite This Article

Plain Text BibTeX RIS

APA Style

I. G. Tarkhanova, A. I. Kokorin, M. G. Gantman, V. M. Zelikman, D. S. Tsvetkov. (2013). Kharash Reaction on Heterogenized Metal Complexes with Bifunctional Ligands. American Journal of Physical Chemistry, 2(2), 24-32. https://doi.org/10.11648/j.ajpc.20130202.11

Copy | Download

ACS Style

I. G. Tarkhanova; A. I. Kokorin; M. G. Gantman; V. M. Zelikman; D. S. Tsvetkov. Kharash Reaction on Heterogenized Metal Complexes with Bifunctional Ligands. Am. J. Phys. Chem. 2013, 2(2), 24-32. doi: 10.11648/j.ajpc.20130202.11

Copy | Download

AMA Style

I. G. Tarkhanova, A. I. Kokorin, M. G. Gantman, V. M. Zelikman, D. S. Tsvetkov. Kharash Reaction on Heterogenized Metal Complexes with Bifunctional Ligands. Am J Phys Chem. 2013;2(2):24-32. doi: 10.11648/j.ajpc.20130202.11

Copy | Download

@article{10.11648/j.ajpc.20130202.11,
  author = {I. G. Tarkhanova and A. I. Kokorin and M. G. Gantman and V. M. Zelikman and D. S. Tsvetkov},
  title = {Kharash Reaction on Heterogenized Metal Complexes with Bifunctional Ligands},
  journal = {American Journal of Physical Chemistry},
  volume = {2},
  number = {2},
  pages = {24-32},
  doi = {10.11648/j.ajpc.20130202.11},
  url = {https://doi.org/10.11648/j.ajpc.20130202.11},
  eprint = {https://article.sciencepublishinggroup.com/pdf/10.11648.j.ajpc.20130202.11},
  abstract = {New catalytic systems for polyhalogenmethanes addition to olefins were obtained by immobilization of complexes of Cu, Co, Mn, V (in the vanadyl form) and Fe with bifunctional ligands of aminoalcohols (monoethanolamine), substituted aminoalcohols (N, N-diethylaminoethanol), hydroxyaminoacids (serine, hydroxyproline) on the oxide supports. For Cu, Co, Mn, V the extrem dependence of the catalyst activity on the surface concentration of metal was observed. For iron containing systems the mechanism of the process depends on the concentration of metal — at low concentration (1.3 wt. %) — Lewis acid centres. By means of ESR the structure of active sites of the anchored complexes at different metal concentration was stated on the example of copper containing systems. Complexes isolated on the surface of mineral support at the expanse of strong covalent bonding of one of the lignd groups with surface hydroxyls were the most active. Such a structure provides the formation of the surface complexes of divalent copper with four nitrogen atoms in the coordination sphere.},
 year = {2013}
}

Copy | Download

TY - JOUR
T1 - Kharash Reaction on Heterogenized Metal Complexes with Bifunctional Ligands
AU - I. G. Tarkhanova
AU - A. I. Kokorin
AU - M. G. Gantman
AU - V. M. Zelikman
AU - D. S. Tsvetkov
Y1 - 2013/04/02
PY - 2013
N1 - https://doi.org/10.11648/j.ajpc.20130202.11
DO - 10.11648/j.ajpc.20130202.11
T2 - American Journal of Physical Chemistry
JF - American Journal of Physical Chemistry
JO - American Journal of Physical Chemistry
SP - 24
EP - 32
PB - Science Publishing Group
SN - 2327-2449
UR - https://doi.org/10.11648/j.ajpc.20130202.11
AB - New catalytic systems for polyhalogenmethanes addition to olefins were obtained by immobilization of complexes of Cu, Co, Mn, V (in the vanadyl form) and Fe with bifunctional ligands of aminoalcohols (monoethanolamine), substituted aminoalcohols (N, N-diethylaminoethanol), hydroxyaminoacids (serine, hydroxyproline) on the oxide supports. For Cu, Co, Mn, V the extrem dependence of the catalyst activity on the surface concentration of metal was observed. For iron containing systems the mechanism of the process depends on the concentration of metal — at low concentration (1.3 wt. %) — Lewis acid centres. By means of ESR the structure of active sites of the anchored complexes at different metal concentration was stated on the example of copper containing systems. Complexes isolated on the surface of mineral support at the expanse of strong covalent bonding of one of the lignd groups with surface hydroxyls were the most active. Such a structure provides the formation of the surface complexes of divalent copper with four nitrogen atoms in the coordination sphere.
VL - 2
IS - 2
ER -

Copy | Download

Author Information

I. G. Tarkhanova

M. V. Lomonosov, Moscow State University, Russia, Moscow
A. I. Kokorin

N. N. Semenov Institution of the Chemical Physics, RAS, Russia, Moscow
M. G. Gantman

M. V. Lomonosov, Moscow State University, Russia, Moscow
V. M. Zelikman

M. V. Lomonosov, Moscow State University, Russia, Moscow
D. S. Tsvetkov

M. V. Lomonosov, Moscow State University, Russia, Moscow

Download PDF

Sections

Plain Text BibTeX RIS

APA Style

I. G. Tarkhanova, A. I. Kokorin, M. G. Gantman, V. M. Zelikman, D. S. Tsvetkov. (2013). Kharash Reaction on Heterogenized Metal Complexes with Bifunctional Ligands. American Journal of Physical Chemistry, 2(2), 24-32. https://doi.org/10.11648/j.ajpc.20130202.11

Copy | Download

ACS Style

I. G. Tarkhanova; A. I. Kokorin; M. G. Gantman; V. M. Zelikman; D. S. Tsvetkov. Kharash Reaction on Heterogenized Metal Complexes with Bifunctional Ligands. Am. J. Phys. Chem. 2013, 2(2), 24-32. doi: 10.11648/j.ajpc.20130202.11

Copy | Download

AMA Style

I. G. Tarkhanova, A. I. Kokorin, M. G. Gantman, V. M. Zelikman, D. S. Tsvetkov. Kharash Reaction on Heterogenized Metal Complexes with Bifunctional Ligands. Am J Phys Chem. 2013;2(2):24-32. doi: 10.11648/j.ajpc.20130202.11

Copy | Download

@article{10.11648/j.ajpc.20130202.11,
  author = {I. G. Tarkhanova and A. I. Kokorin and M. G. Gantman and V. M. Zelikman and D. S. Tsvetkov},
  title = {Kharash Reaction on Heterogenized Metal Complexes with Bifunctional Ligands},
  journal = {American Journal of Physical Chemistry},
  volume = {2},
  number = {2},
  pages = {24-32},
  doi = {10.11648/j.ajpc.20130202.11},
  url = {https://doi.org/10.11648/j.ajpc.20130202.11},
  eprint = {https://article.sciencepublishinggroup.com/pdf/10.11648.j.ajpc.20130202.11},
  abstract = {New catalytic systems for polyhalogenmethanes addition to olefins were obtained by immobilization of complexes of Cu, Co, Mn, V (in the vanadyl form) and Fe with bifunctional ligands of aminoalcohols (monoethanolamine), substituted aminoalcohols (N, N-diethylaminoethanol), hydroxyaminoacids (serine, hydroxyproline) on the oxide supports. For Cu, Co, Mn, V the extrem dependence of the catalyst activity on the surface concentration of metal was observed. For iron containing systems the mechanism of the process depends on the concentration of metal — at low concentration (1.3 wt. %) — Lewis acid centres. By means of ESR the structure of active sites of the anchored complexes at different metal concentration was stated on the example of copper containing systems. Complexes isolated on the surface of mineral support at the expanse of strong covalent bonding of one of the lignd groups with surface hydroxyls were the most active. Such a structure provides the formation of the surface complexes of divalent copper with four nitrogen atoms in the coordination sphere.},
 year = {2013}
}

Copy | Download