Summary
2-Pyridylphenylacetonitrile (ppa) is oxidized by iron(III) chloride in dry ethanol to 1,2-dicyano-1,2-di(phenyl)-1,2-(2-pyridyl)ethane (dcppe). When 1,2-dichloroethane or ether are used as solvents, a 3∶1 complex of dcppe with iron trichloride, [(FeCl3)3(dcppe)] is obtained.
Titanium(IV), vanadium(IV) and chromium(III) chlorides react with ppa and dcppe, giving complexes of general formulae [MCl4(ppa)] (M = Ti or V), [CrCl3(ppa)n] (n = 2 or 3), [(MCl4)2(dcppe)] (M = Ti or V) and [CrCl3(dcppe)].
This is a preview of subscription content, log in via an institution to check access.
Similar content being viewed by others
References
J. D. Brown, C. D. Hewat and D. R. MacSween,J. Inorg. Nucl. Chem., 40, 425 (1978).
D. D. Perrin, W. L. F. Amarego and D. R. Perrin,Purification of Laboratory Chemicals, Pergamon Press, Oxford, 1980.
U.S. Patent, n∘ 3.225.054 (Cl. 260295) (1965).
G. Brauer,Química Inorgánica Preparativa, Reverié, Barcelona, 757, 1958.
W. Hewing and H. H. Zeiss,J. Org. Chem., 23, 1404 (1958); J. L. González,Acta Científica Compostelana, IV, 21 (1967).
I. A. Vogel (Ed.),Textbook of Quantitative Inorganic Analysis, 5th Edit., Longman, New York, 1978.
G. M. Hieftje,J. Chem. Educ., 59, 900 (1982); and refs. therein.
F. Bermejo,Tratado de Química Analítica Cuantitativa, Imprenta del Seminario Conciliar. Santiago de Compostela, 1963.
W. J. Geavy,Coord. Chem. Rev., 7, 81 (1971).
K. B. Wiberg and W. G. Nigh,J. Am. Chem. Soc., 87, 3849 (1965); H. Finkbeiner, A. S. Hay, M. S. Blanchard and G. F. Endress,J. Org. Chem., 31, 549 (1952); C. E. Bawn, A. A. Pennigton and C. F. H. Tipper,Disc. Faraday Soc., 10, 282 (1951);ibid, 14, 181 (1953); C. Hargreaver and I. H. Sutcliffe,Trans. Faraday Soc., 51, 786 (1955); E. Ochai,Tetrahedron, 20, 1819 (1964); V. Gutmann,Coord. Chem. Rev., 2 (1967).
E. Ochai,Trans. Faraday Soc., 42, 99 (1946).
L. J. Bellamy,The Infra-red Spectra of Complex Molecules, Methuen, London, 1966; M. B. Coltup, L. M. Daly and S. E. Wiberley,Introduction to Infrared and Raman Spectroscopy, Academic Press, New York, 1964.
D. G. Brewer and P. T. T. Wang,Can. J. Chem.,44 (1966);V. Rammunsen and W. A. Baker,J. Chem. Soc. (A) 580 (1967); S. Susuki, M. Nakhara and K. Watanabe,Bull. Chem. Soc., Jpn., 44, 1441 (1971); S. Komiya, S. Susuki and K. Watanabe,Bull. Chem. Soc., Jpn., 44, 1440 (1971).
K. Nakamoto,Infrared Spectra of Inorganic and Coordination Compounds, Wiley-Interscience, New York, 1970; J. R. Ferraro,Low Frequency Vibrations of Inorganic and Coordination Compounds, Plenum Press, New York, 1971.
C. L. Sharma and T. K. De,J. Inorg. Nucl. Chem., 43, No. 11, 2703 (1981).
A. B. P. Lever,Inorganic Electronic Spectroscopy, Elsevier, Amsterdam, 1968.
B. N. Figgis and J. Lewis,Prog. Inorg. Chem., 6, 37 (1964).
G. S. Rao,Z. anorg. allg. Chem., 176, 3049 (1960).
V. B. Rana, J. N. Gurtu and M. P. Teotia,J. Inorg. Nucl. Chem., 42, 331 (1980).
W. R. McWhinnie and J. D. Miller,Advan. Inorg. Chem. Radiochem., 12, 135 (1969); S. Castellano, H. Günther and S. Ebersole,J. Phys. Chem., 69, 4166 (1965); J. D. Miller and R. H. Prince,J. Chem. Soc., 3185;Ibid., J. Chem. Soc., 4706 (1965).
R. J. H. Clark,The Chemistry of Titanium and Vanadium, Elsevier, Amsterdam, 1968.
I. M. Griffiths, D. Nicholls and J. R. Seddon,J. Chem. Soc. A, 2513 (1971); N. Serpone, P. H. Bird, A. Somogyvari and D. G. Bickley,Inorg. Chem., 16, 2381 (1977).
I. R. Beattie and M. Webster,J. Chem. Soc., 3507 (1964); W. A. Fowles and R. A. Hoodless,J. Chem. Soc., 33 (1963); R. J. H. Clark,Spectrochim. Acta, 21, 995 (1965).
M. Boyer, Y. Jeannin, C. Rocchiccioli-Deltcheff and R. Thouvenot,J. Coord. Chem., 7, 219 (1978); Y. Gushikem and Y. Hase,J. Coord. Chem., 7, 227 (1978).
P. A. Kilty and D. Nicholls,J. Chem. Soc., 4915 (1965); P. Cross and K. Hayman,Trans. Farad. Soc., 60, 45 (1964).
J. Selbin,Chem. Rev., 65, 153 (1965);Coord. Chem. Rev., 1, 293 (1966); A. Syamal,Coord. Chem. Rev., 16, 309 (1975).
S. K. Sahni, V. B. Rana, Kavita Dua and S. K. Dua,J. Inorg. Nucl. Chem., 41, 21 (1979).
R. J. Clark and C. Williams,Inorg. Chem., 4, 350 (1965).
J. C. Taft and M. M. Jones,J. Am. Chem. Soc., 82, 4196 (1960).
L. S. Foster,Transition Metal Chemistry, Marcel Dekker, New York, 1969, Vol. 5.
J. S. Wood and P. T. Greene,Inorg. Chem., 8, 491 (1969).
Y. Kuge and S. Yamada,Bull. Chem. Soc. Jpn., 45, 799 (1972); A. Syamol and K. S. Kale,Inorg. Chem., 18, 992 (1979); G. S. Kyker and E. P. Schrann,Inorg. Chem., 8, 2306 (1969); A. P. Ginsberg, E. Konker and H. J. Williams,Inorg. Chem., 5, 1656 (1966).
Author information
Authors and Affiliations
Rights and permissions
About this article
Cite this article
Masaguer, J.R., Mendiola, M.A. Reactions of 2-pyridylphenylacetonitrile and 1,2-dicyano-1,2-di(phenyl)-1,2-di(2-pyridyl)ethane with titanium(IV), vanadium(IV), chromium(III) and iron(III) chlorides. Transition Met Chem 10, 243–246 (1985). https://doi.org/10.1007/BF00621077
Received:
Issue Date:
DOI: https://doi.org/10.1007/BF00621077