Thermal properties of monosubstituted ferrocene derivatives: A series of new ferrocenomesogens

Journal of the Chemical Society. Perkin Transactions 2

Volumn , Issue 3, 1997, Pages 399-409

  Loubser, Christa ^a,c   Imrie, Christopher ^b  

^a UNIVERSITY OF CAPE TOWN   (South Africa)

^b NELSON MANDELA METROPOLITAN UNIVERSITY   (South Africa)

^c UNIVERSITY OF PADERBORN   (Germany)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0001581777     PISSN: 03009580     EISSN: None     Source Type: Journal    
DOI: 10.1039/a600739b     Document Type: Article

References (47)

1. J. Malthête and J. Billard, Mol. Cryst. Liq. Cryst., 1976, 34, 117.
2. J. Bhatt, B. M. Fung, K. M. Nicholas and C.-D. Poon, J. Chem. Soc., Chem. Commun., 1988, 1439.
3. R. Deschenaux and J. W. Goodby, in Ferrocenes, Homogeneous Catalysis, Organic Synthesis, Materials Science, eds. A. Togni and T. Hayashi, VCH, Weinheim, 1995, ch. 9.
4. (a) Yu. G. Galyametdinov, O. N. Kadkin and I. V. Ovchinnikov, Izv. Akad. Nauk SSSR, Ser. Khim., 1990, 2462 (Engl. transl. Bull. Acad. Sci. USSR, Div. Chem. Sci., 1990, 39, 2235);
5. (a) Yu. G. Galyametdinov, O. N. Kadkin and I. V. Ovchinnikov, Izv. Akad. Nauk SSSR, Ser. Khim., 1990, 2462 (Engl. transl. Bull. Acad. Sci. USSR, Div. Chem. Sci., 1990, 39, 2235);
6. (b) C. Loubser, C. Imrie and P. H. van Rooyen, Adv. Mater., 1993, 5, 45;
7. (c) T. Hanasaki, M. Ueda and N. Nakamura, Mol. Cryst. Liq. Cryst., 1993, 237, 329;
8. (d) C. Imrie and C. Loubser, J. Chem. Soc., Chem. Commun., 1994, 2159;
9. (e) Yu. G. Galyametdinov, O. N. Kadkin and A. V. Prosvirin, Izv. Akad. Nauk SSSR, Ser. Khim., 1994, 941 (Engl. transl. Bull. Acad. Sci. USSR, Div. Chem. Sci., 1994, 43, 887);
10. (e) Yu. G. Galyametdinov, O. N. Kadkin and A. V. Prosvirin, Izv. Akad. Nauk SSSR, Ser. Khim., 1994, 941 (Engl. transl. Bull. Acad. Sci. USSR, Div. Chem. Sci., 1994, 43, 887);
11. (f) Yu. G. Galyametdinov, O. N. Kadkin, V. I. Gavrilov and L. M. Tinchurina, Izv. Akad. Nauk SSSR, Ser. Khim., 1995, 358.
12. M. A. Khan, J. C. Bhatt, B. M. Fung, K. M. Nicholas and E. Wachtel, Liq. Cryst., 1989, 5, 285.
13. R. Deschenaux, J. Santiago, D. Guillon and B. Heinrich, J. Mater. Chem., 1994, 4, 679 and refs. therein.
14. A. Werner and W. Friedrichsen, J. Chem. Soc., Chem. Commun., 1994, 365.
15. C. Imrie, Appl. Organomet. Chem., 1995, 9, 75 and refs. therein.
16. G. W. Gray, Mol. Cryst. Liq. Cryst., 1966, 1, 333.
17. K. J. Toyne, in Critical Reports on Applied Chemistry, Thermotropic Liquid Crystals, ed. G. W. Gray, Wiley, Chichester, 1987, vol. 22, ch. 2.
18. H. Adams, N. A. Bailey, D. W. Bruce, S. A. Hudson and J. R. Marsden, Liq. Cryst., 1994, 16, 643.
19. (a) C. Loubser and J. W. Goodby, J. Mater. Chem., 1995, 5, 1107;
20. (b) M. Chambers, R. Clemitson, D. Coates, S. Greenfield, J. A. Jenner and I. C. Sage, Liq. Cryst., 1989, 5, 153;
21. (c) C. Vauchier, F. Vinet and N. Maiser, Liq. Cryst., 1989, 5, 141.
22. Smectic Liquid Crystals, eds. G. W. Gray and J. W. Goodby, Leonard Hill, Glasgow, 1984.
23. R. Deschenaux, J.-L. Marendaz, J. Santiago and J. W. Goodby, Helv. Chim. Acta, 1995, 78, 1215.
24. R. H. Crabtree, The Organometallic Chemistry of the Transition Metals, Wiley, New York, 1988, ch. 5.
25. In metallocenes the metal has been suggested to play a cooperative role in the hydrolysis reaction. See for example U. Behrens, J. Organomet. Chem., 1979, 182, 89; L. I. Zakharkin, V. V. Kobak, A. I. Janovsky and Yu. T. Struchkov, Tetrahedron, 1982, 38, 3515.
26. In metallocenes the metal has been suggested to play a cooperative role in the hydrolysis reaction. See for example U. Behrens, J. Organomet. Chem., 1979, 182, 89; L. I. Zakharkin, V. V. Kobak, A. I. Janovsky and Yu. T. Struchkov, Tetrahedron, 1982, 38, 3515.
27. (a) A. N. Nesmeyanov, V. A. Sazonova, A. V. Gerasimenko and N. S. Sazonova, Dokl. Akad. Nauk SSSR, 1963, 149, 1354;
28. (b) A. N. Nesmeyanov, V. A. Sazonova, N. I. Romanenko and G. P. Zol'nikova, Dokl. Akad. Nauk SSSR, 1964, 155, 1130;
29. (c) A. N. Nesmeyanov, V. A. Sazonova and V. E. Fedorov, Dokl. Akad. Nauk SSSR, 1970, 194, 1332;
30. (d) I. U. Khand, T. Lanez and P. L. Pauson, J. Chem. Soc., Perkin Trans. 1, 1989, 2075.
31. A. N. Nesmeyanov, V. A. Sazonova, V. I. Romanenko and G. P. Zol'nikova, Izv. Akad. Nauk SSSR Ser. Khim., 1965, No. 9, 1694; Chem. Abstr. 1966, 64, 2124c.
32. A. N. Nesmeyanov, V. A. Sazonova, V. I. Romanenko and G. P. Zol'nikova, Izv. Akad. Nauk SSSR Ser. Khim., 1965, No. 9, 1694; Chem. Abstr. 1966, 64, 2124c.
33. P. Singh, M. D. Rausch and R. W. Lenz, Liq. Cryst., 1991, 9, 19; R. Deschenaux, J.-L. Marendaz and J. Santiago, Helv. Chim. Acta, 1993, 76, 865.
34. P. Singh, M. D. Rausch and R. W. Lenz, Liq. Cryst., 1991, 9, 19; R. Deschenaux, J.-L. Marendaz and J. Santiago, Helv. Chim. Acta, 1993, 76, 865.
35. Derivatives with electron-donating substituents on the Cp-ring(s) are often prone to oxidation to ferrocenium that in the absence of a counterion decompose to non-ferrocenyl compounds. A. N. Nesmeyanov, V. A. Sazanova and V. N. Drozd, Tetrahedron Lett., 1959, 17, 13; J. M. Osgerby and P. L. Pauson, J. Chem. Soc., 1961, 4604.
36. Derivatives with electron-donating substituents on the Cp-ring(s) are often prone to oxidation to ferrocenium that in the absence of a counterion decompose to non-ferrocenyl compounds. A. N. Nesmeyanov, V. A. Sazanova and V. N. Drozd, Tetrahedron Lett., 1959, 17, 13; J. M. Osgerby and P. L. Pauson, J. Chem. Soc., 1961, 4604.
37. M. Rosenblum, Chemistry of the Iron Group Metallocenes, Interscience Publishers, New York, 1965.
38. A. N. Nesmeyanov and R. Sokolik, in Methods in Elemento-Organic Chemistry, eds. A. N. Nesmeyanov and K. A. Kocheskov, North Holland, Amsterdam, 1967, vol. 1.
39. R. A. Lewthwaite, G. W. Gray and K. J. Toyne, J. Mater. Chem., 1992, 2, 119.
40. T. Lanez and P. L. Pauson, J. Chem. Soc., Perkin Trans. 1, 1990, 2417.
41. M. Miyaura, T. Yanagi and A. Suzuki, Synth. Commun., 1981, 11, 513; A. Huth, I. Beetz and I. Schumann, Tetrahedron, 1989, 45, 6679; G. W. Gray, M. Hird, D. Lacey and K. J. Toyne, J. Chem. Soc., Perkin Trans. 2, 1989, 2041.
42. M. Miyaura, T. Yanagi and A. Suzuki, Synth. Commun., 1981, 11, 513; A. Huth, I. Beetz and I. Schumann, Tetrahedron, 1989, 45, 6679; G. W. Gray, M. Hird, D. Lacey and K. J. Toyne, J. Chem. Soc., Perkin Trans. 2, 1989, 2041.
43. M. Miyaura, T. Yanagi and A. Suzuki, Synth. Commun., 1981, 11, 513; A. Huth, I. Beetz and I. Schumann, Tetrahedron, 1989, 45, 6679; G. W. Gray, M. Hird, D. Lacey and K. J. Toyne, J. Chem. Soc., Perkin Trans. 2, 1989, 2041.
44. E. Chin and J. W. Goodby, Mol. Cryst. Liq. Cryst., 1986, 141, 311.
45. O. Mitsunobu, Synthesis, 1981, 1.
46. B. Neises and W. Steglich, Angew. Chem., Int. Ed. Engl., 1978, 17, 522.
47. W. F. Little, C. N. Reilley, J. D. Johnson, K. N. Lynn and A. P. Sanders, J. Am. Chem. Soc., 1963, 86, 1376.