Abstract
12- and 13-Membered diaza dioxa Schiff-base nickel(II) complexes were successfully prepared in a nanoscale microreactor by the template condensation of (1,8-diamino-3,6-dioxaoctane)nickel(II) complex with bifunctional diketones within the nanodimensional pores of zeolite Y. The host–guest nanocatalyst (HGN); ([Ni((R2[12]1,3-dieneN2O2)]2+-NaY, [Ni(R2[13]1,4-dieneN2O2)]2+-NaY; R = H, Me and Ph) is catalytically very efficient as compared to other neat complexes for oxidation of cyclohexene with molecular oxygen as oxidant in the absence of solvent at 70 °C, affording 2-cyclohexene-1-ol and 2-cyclohexene-1-one.
Similar content being viewed by others
References
S.M. George (ed.), “Issue dedicated to Heterogeneous Catalysis” Chem. Rev. 95, 475 (1995)
J.M. Thomas and C.R. Theocaris, “Inclusion Compounds” in Vol. 5, J.L. Atwood, J.E.D. Davies and D.D. Mac Nicol (eds), Oxford University Press, Oxford 1991, Chap. 4
P. Laszlo (1986) Acc. Chem. Res. 19 121 Occurrence Handle1:CAS:528:DyaL28Xit1Cgs7Y%3D Occurrence Handle10.1021/ar00124a004
A. Cornelis and P. Laszlo, Synlett, 155 (1994)
R. Burch (ed.), “Pillared Clays”, Catal. Today, 2, 185 (1988)
Y. Ono T. Baba (1997) Catal. Today 38 321 Occurrence Handle1:CAS:528:DyaK2sXotVKrt7k%3D Occurrence Handle10.1016/S0920-5861(97)81502-5
Y. Izumi, K. Urabe and M. Onaka, Zeolite, Clays Heteropoly Acid in Organic Reactions, Kodaushe LTA, Tokyo and VCH, Weinheim 1992
K.J. Balkus Jr. and A.G. Gabrielov, J. Incl. Phenom. Mol. Recog. Chem., 21, 159 (1995); M. Salavati-Niasari and F. Davar, Inorg. Chem. Comm., 9, 175 (2006); M. Salavati-Niasari, P. Salemi and F. Davar, J. Mol. Catal. A: Chem., 238, 215 (2005); M. Salavati-Niasari, Chem. Lett., 34, 1444 (2005); M. Salavati-Niasari, Chem. Lett., 34, 244 (2005); M. Salavati-Niasari, Inorg. Chem. Comm., 8, 174 (2005)
R.A. Sheldon J.K. Kochi (1981) Metal-Catalyzed Oxidation of Organic Compounds Academic Press New York
M. Salavati-Niasari (2006) J. Mol. Catal. A: Chem. 245 192 Occurrence Handle1:CAS:528:DC%2BD28XhtFGrs7o%3D Occurrence Handle10.1016/j.molcata.2005.09.046
M. Hudlicky (1990) Oxidations in Organic Chemistry ACS Washington, DC
R.A. Sheldon I.W.C.E. Arends A. Dijkman (2000) Catal. Today 57 157 Occurrence Handle1:CAS:528:DC%2BD3cXhsFentr4%3D Occurrence Handle10.1016/S0920-5861(99)00317-X
W.P. Griffith J.M. Joliffe (1991) Dioxygen Activation and Homogeneous Catalytic Oxidation Elsevier Amsterdam
M. Salavati-Niasari and H. Najafian, Polyhedron, 22, 2633 (2003); M. Salavati-Niasari and M. Rezai-Adaryani, Polyhedron, 23, 1325 (2004); M. Salavati-Niasari, Polyhedron, 24, 1405 (2005); M. Salavati-Niasari, Inorg. Chem. Commun., 8, 174 (2005)
M. Salavati-Niasari, Inorg. Chem. Commun., 7, 963 (2004); M. Salavati-Niasari, J. Mol. Catal. A: Chem. 229, 159 (2005)
M. Salavati-Niasari M. Bazarganipour (2006) Inorg. Chem. Commun. 9 304 Occurrence Handle1:CAS:528:DC%2BD28XhslKlsbg%3D Occurrence Handle10.1016/j.inoche.2005.12.006
H.O. Hause, in Modern Synthetic Reactions, W.A. Benjamin Inc. Philippines, 1972, p. 270.
L. Palombi and F. Bonadies, A. Scettri, J. Mol. Catal. A: Chem., 140, 47 (1999); M. Salavati-Niasari and H. Najafian, J. Chem. Res.-S 9, 538 (2003); M. Salavati-Niasari, Inorg. Chem. Commun. 7, 698 (2004); M. Salavati-Niasari, J. Mol. Catal. A: Chem., 217, 87 (2004); M. Salavati-Niasari and A. Amiri, J. Mol. Catal. A: Chem., 235, 114 (2005); M. Salavati-Niasari and A. Amiri, Transition Met. Chem., 30, 720 (2005); M. Salavati-Niasari, A. Amiri, Transition Met. Chem., 31, 157 (2006); M. Salavati-Niasari, M. Rezai-Adaryani and S. Heydarzadeh, Transition Met. Chem., 30, 445 (2005)
F. Farzaneh M. Majidian M. Ghandi (1999) J. Mol. Catal. A: Chem. 143 227 Occurrence Handle10.1016/S1381-1169(99)00151-X
M. Salavati-Niasari F. Farzaneh M. Ghandi (2002) J. Mol. Catal. A: Chem. 186 101 Occurrence Handle1:CAS:528:DC%2BD38XkvFKnt70%3D Occurrence Handle10.1016/S1381-1169(02)00045-6
Author information
Authors and Affiliations
Corresponding author
Rights and permissions
About this article
Cite this article
Salavati-Niasari, M., Shafaie-Arani, S., Ganjali, M.R. et al. Synthesis, characterization and catalytic oxidation of cyclohexene with molecular oxygen over host (zeolite-Y)/guest (nickel(II) complexes of R2[12]1,3-dieneN2O2 and R2[13]1,4-dieneN2O2; R = H, Me, Ph) nanocatalyst (HGN). Transition Met Chem 31, 964–969 (2006). https://doi.org/10.1007/s11243-006-0097-y
Received:
Accepted:
Issue Date:
DOI: https://doi.org/10.1007/s11243-006-0097-y