Conclusions
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1.
The reaction ofσ-thenoyl-η 5 cyclopentadienyldicarbonyliron with acetylenes may proceed by three different pathways depending on the acetylene structure: 1) formation of indenone heteroanalogs due to cyclization of theσ-ligand and acetylene (tolane, 1-triphenylgermyl-2-phenylacetylene), 2) replacement of a carbonyl group by an n-donor ligand in the case of an n-donor atom in the acetylene (2-phenylethynyldiphenylphosphine), and 3) formation of aπ-acetylenic complex (dicarbomethoxyacetylene).
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2.
X-ray diffraction structural analysis showed that the product of the reaction ofσ-thenoyl-η 5-cyclopentadienyldicarbonyliron with 1-triphenylgermyl-2-phenylacetylene is 5-triphenylgermyl-6-phenyl-4H-cyclopenta[b] thiophe-4-one.
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A. N. Nesmeyanov, N. E. Kolobova, L. V. Goncharenko, and K. N. Anisimov, Izv. Akad. Nauk SSSR, Ser. Khim., 153 (1976).
N. E. Kolobova and L. V. Goncharenko, Khim. Geterotsikl. Soedin., 1461 (1979).
A. Karipides and D. A. Haller, Acta Crystallogr.,B28, 2889 (1972).
P. C. Chieh, J. Chem. Soc., A, 3241 (1971).
A. Karipides, C. Forman, R. H. P. Thomas, and A. Reed, J. Inorg. Chem.,13, 811 (1974).
L. G. Kuz'mina, T. V. Timofeeva, Yu. T. Struchkov, and M. N. Bochkarev, Zh. Strukt. Khim.,22, 60 (1981).
A. J. Bondi, J. Phys. Chem.,68, 441 (1964).
N. G. Fyrmanova (Phyrmanova), L. G. Kuz'mina, and Yu. T. Struchkov, Organometall. Chem. Rev.,9, 153 (1980).
D. Britton and J. D. Dunitz, J. Am. Chem. Soc.,103, 2971 (1981).
S. N. Gurkova, A. I. Gusev, I. R. Sepl'man, N. V. Alekseev, T. K. Gart, and M. V. Khromova, Zh. Strukt Khim.,22, 181 (1981).
L. O. Atovmyan, Ya. Ya. Bleidelis, A. A. Kemme, and R. P. Shibaeva, Zh. Strukt. Khim.,11, 318 (1970).
A. A. Kemme, Ya. Ya. Bleidelis, R. P. Shibaeva, and L. O. Atovmyan, Zh. Strukt. Khim.,14, 103 (1973).
A. I. Kitaigorodskii (Kitaiagorodski), “Molecular crystals and molecules,” in: E. M. Loebl (editor), Physical Chemistry, Vol. 29, Academic Press, New York (1973).
E. M. Loebl (editor), Tables of Interatomic Distances and Configurations in Molecules and Ions. Physical Chemistry, Vol. 29, Academic Press, New York (1973).
I. Cynkier, Acta Crystallogr.B32, 1490 (1976).
H. Martens and G. Hoornaert, Tetrahedron Lett., 1821 (1970).
C. Charrier, W. Chlodkiewicz, and P. Cadiot, Bull. Soc. Chim. France, 1002 (1966).
A. A. Koridze, P. V. Petrovskii, N. M. Astakhova, and É. I. Fedin, Koord. Khim.,7, 605 (1981).
G. M. Kosolapoff and L. Maier, Organic Phosphorus Chemistry, Vol. 1, Interscience, New York-London-Sydney-Toronto (1972), p. 130.
S. Otsuka and A. Nakamura, Adv. Organometall. Chem.,14, 245 (1976).
N. E. Kolobova and L. V. Goncharenko, Izv. Akad. Nauk SSSR, Ser. Khim., 900 (1979).
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Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 5, pp. 1162–1170, May, 1983.
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Goncharenko, L.V., Kolobova, N.E., Kuz'mina, L.G. et al. Reaction of heterocyclic σ-derivatives of η5-cyclopentadienyldicarbonyliron with acetylenes and the crystalline and molecular structure of 5-triphenylgermyl-6-phenyl-4h-cyclopenta[b]-thiophen-4-one. Russ Chem Bull 32, 1049–1056 (1983). https://doi.org/10.1007/BF00956167
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DOI: https://doi.org/10.1007/BF00956167