Abstract
The complexes 13,14-([X]benzo)-3-(p-[Y]benzoyl)-2,4,9,11-tetramethyl-1,5,8,12-tetraazacyclotetradeca-l,3,9,11-tetraenato(2-)nickel(II), wherein Y = CH3, H, Cl, NO2 or OCH3, X = CH3 or Cl, have been synthesized and characterized. IR spectra of the benzoylated complexes show intense bands in the regions 1641-1654 cm−1 attributable to the stretching modes of C—O. Hammett plots of the l/γ max of π→π ⋆ have positive slopes of 0.251 for A series (X = CH3) and 0.233 for B series (X = Cl), respectively, which are quite similar to those based on the NMR resonances of methine protons. The cyclic voltammograms of the complexes show two one-electron irreversible oxidation processes in the potential range of +0.1 to +0.8 V and two, three or four reduction peaks between −1.2 and −2.8 V depending on the substituents. Hammett plots of first and second oxidation potentials are linear with the positive slopes (0.039 and 0.057 V for A series, 0.036 and 0.047V for B series). The structure of the copper(II) complex (orthorhombic, C2221, a= 8.0994(11), b= 8.3187(10), c= 24.561(5)Å, α(=β=γ)= 90.0°, Z= 4, R 1= 0.0474 and wR 2= 0.1219) was characterized using single crystal X-ray diffraction method.
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References
D.A. Place, G.P. Ferrara, J.J. Harland, and J.C. Dabrowiak: J. Heterocycl. Chem. 17, 439 (1980).
K.D. Chapman, M. Davies, and C.P. Vuik: J. Am. Chem. Soc. 106, 2692 (1984).
M.G. Fairbank and A. McAuley: Inorg. Chem. 25, 1233 (1986).
J. Eilmes: Polyhedron 4, 943 (1985).
J. Eilmes: Polyhedron 6, 423 (1987).
Y.C. Park, Z.U. Bae, S.S. Kim, and S.K. Baek: Bull. Korean Chem. Soc. 16, 287 (1995).
Y.C. Park, S.S. Kim, D.C. Lee, and C.H. An: Polyhedron 16, 253 (1997).
Y.C. Park, S.S. Kim, H.G. Na, and Y.I. Noh: J. Coord. Chem. 41, 191 (1997).
Y.C. Park, H.G. Na, J.H. Choi, J.C. Byun, E.H. Kim, and D.I. Kim: J. Coord. Chem. 55, 505 (2002); (b) Y.C. Park, J.C. Byun, J.W. Lim, D.C. Lee, and H.G. Na: Polyhedron 21, 917 (2002).
I.M. Kolthoff and J.F. Coetzee: J. Am. Chem. Soc. 79, 1852 (1957).
G.M. Sheldrick: SHELXS-97, Program for the Solution of Crystal Structures, University of Göttingen, Germany, 1990.
G.M. Sheldrick: SHELXL-97, Program for the Refinement of Crystal Structures, University of Göttinggen, Germany, 1997.
N.S. Issaacs: Physical Organic Chemistry, 2nd edn., Wiley & Sons, New York, (1995), pp. 146-192.
C.L. Bailey, R.D. Bereman, D.P. Rillema and R. Nowak: Inorg. Chem. 23, 3956 (1984).
C.L. Bailey, R.D. Bereman, D.P. Rillema, and R. Nowak: Inorg. Chim. Acta 116, L45 (1986).
J.C. Dabrowiak, D.P. Fisher, F.C. McElroy, and D.J. Macero: Inorg. Chem. 18, 2304 (1979).
K. Sakata, H. Tagami, and M. Hashimoto: J. Heterocycl. Chem. 26, 805 (1989); K. Sakata and M. Itoh: J. Heterocycl. Chem. 29, 921 (1992).
F.V. Lovecchio, E.S. Fore, and D.H. Busch: J. Am. Chem. Soc. 96, 3109 (1974).
D.G. Pillsbury and D.H. Busch: J. Am. Chem. Soc. 98, 7836 (1976).
A. Giraudeau, H.J. Callot, and M. Gross: Inorg. Chem. 18, 20 (1979).
A. Giraudeau, H.J. Callot, J. Jordon, I. Ezhar, and M. Gross: J. Am. Chem. Soc. 101, 3857 (1979).
M.C. Weiss, G. Gordon, and V.L. Goedken: Inorg. Chem. 16, 305 (1977).
R.P. Hotz, R.D. Bereman, S.T. Purrington, and P. Singh: J. Coord. Chem. 34, 159 (1995).
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Kim, D., Kim, E., Bae, Z. et al. Synthesis and Characterization of Nickel(II) and Copper(II) Complexes with Non-symmetric Tetraaza[14]annulene Derivatives. X-ray Crystal Structure of Copper(II) Complex. Journal of Inclusion Phenomena 49, 107–113 (2004). https://doi.org/10.1023/B:JIPH.0000031122.02399.c7
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DOI: https://doi.org/10.1023/B:JIPH.0000031122.02399.c7