Hostname: page-component-84b7d79bbc-fnpn6 Total loading time: 0 Render date: 2024-07-26T15:21:02.444Z Has data issue: false hasContentIssue false
  • English
  • Français

Bridged Macrocyclic Transition Metal Complexes, a New Type of Semiconducting Materials

Published online by Cambridge University Press:  25 February 2011

Michael Hanack ,
A. Hirsch ,
A. Lange ,
M. Rein ,
G. Renz  and
P. Vermehren
Michael Hanack
Affiliation:
Institut für Organische Chemie, Lehrstuhl für Organische Chemie II der Universität Tübingen, Auf der Morgenstelle 18, D-7400 Tübingen, Federal Republic of Germany
A. Hirsch
Affiliation:
Institut für Organische Chemie, Lehrstuhl für Organische Chemie II der Universität Tübingen, Auf der Morgenstelle 18, D-7400 Tübingen, Federal Republic of Germany
A. Lange
Affiliation:
Institut für Organische Chemie, Lehrstuhl für Organische Chemie II der Universität Tübingen, Auf der Morgenstelle 18, D-7400 Tübingen, Federal Republic of Germany
M. Rein
Affiliation:
Institut für Organische Chemie, Lehrstuhl für Organische Chemie II der Universität Tübingen, Auf der Morgenstelle 18, D-7400 Tübingen, Federal Republic of Germany
G. Renz
Affiliation:
Institut für Organische Chemie, Lehrstuhl für Organische Chemie II der Universität Tübingen, Auf der Morgenstelle 18, D-7400 Tübingen, Federal Republic of Germany
P. Vermehren
Affiliation:
Institut für Organische Chemie, Lehrstuhl für Organische Chemie II der Universität Tübingen, Auf der Morgenstelle 18, D-7400 Tübingen, Federal Republic of Germany
Get access

Abstract

Bridged quasi onedimensional macrocyclic transition metal complexes [MacM(L)]n using phthalocyanine (Pc), tetrabenzoporphyrine (TBP), 1,2 -and 2,3-naphthalocyanines (1,2-; 2,3-Nc) as macrocycles (Mac) with M = e.g. Fe, Ru, Co and L = e.g. pyrazine (pyz), 1,4-diisocyanobenzene (dib), tetrazine (tz) exhibit interesting electrical properties. Regardless of the size of the bridging ligand after either chemical or electrochemical doping stable semiconducting compounds [MacM(L)Xy]n (X = e.g. I, BF4-, CIO4-…) are formed. For the first time the complete characterization of a soluble oligomer [MacM(L)]n (Mac = R4PC, M = Ru, L = dib) by 1H-NMR spectroscopy is reported. Some of these shish kebab complexes e.g. [PcM(tz)]n, (M = Fe, Ru) or [MacMCN]n; (Mac = Pc, TBP; M = Co, Fe) exhibit good semiconducting properties without additional external doping. Whether or not these compounds are intrinsic semiconductors will be discussed. The synthesis of oligomeric bridged mixed valence compounds [PcM3+LPсM2+L]n (M = e.g. Fe) is another target of our work. We report here about first attempts to synthesize these oligomers.

Type
Research Article
Information
MRS Online Proceedings Library (OPL) , Volume 173: Symposium Q – Advanced Organic Solid State Materials , 1989 , 189
Copyright
Copyright © Materials Research Society 1990

Access options

Get access to the full version of this content by using one of the access options below. (Log in options will check for institutional or personal access. Content may require purchase if you do not have access.)

References

REFERENCES

[1] Hanack, M., Chimia 37, 238 (1983;Google Scholar
Hanack, M., Datz, A., Fay, R., Fischer, K., Keppeler, U., Koch, J., Metz, J., Mezger, M., Schneider, O. and Schulze, H.-J. in Skotheim, T. (ed.), Handbook onConducting Polymers, Marcel Dekker, New York 1985.Google Scholar
[2] Keppeler, U. and Hanack, M., Chem. Ber. 119, 3363 (1986).Google Scholar
[3] Hanack, M., Keppeler, U. and Schulze, H.-J., Synth. Met. 20, 347 (1987).CrossRefGoogle Scholar
[4] Diel, B.N., Inabe, T., Jaggi, K.K., Lyding, J.W., Schneider, O., Hanack, M.,Kannewurf, C.R., Marks, T.J. and Schwartz, C.H., J. Am. Chem. Soc. 106, 3207(1984).Google Scholar
[5] Keppeler, U., Deger, S., Lange, A. and Hanack, M., Angew. Chem. 99, 349 (1987).CrossRefGoogle Scholar
[6] Lange, A. and Hanack, M., unpublished.Google Scholar
[7] Lange, A., Keppeler, U. and Hanack, M., Inorg. Chem., in press.Google Scholar
[8] Canadell, E. and Alvarez, S., Inorg. Chem. 23, 573 (1984).Google Scholar
[9] Metz, J., Hanack, M., J. Am. Chem. Soc. 105, 828 (1983).Google Scholar
[10] Schwartz, M., Hatfield, W.E., Joestein, M.D., Hanack, M., Datz, A., Inorg. Chem. 24, 4198 (1985).Google Scholar
[11] Hanack, M., Hedtmann-Rein, C., Datz, A., Keppeler, U., Münz, X., Synth. Met. 19, 787 (1987).Google Scholar
[12] Hedtmann-Rein, C., Hanack, M., Peters, K., Peters, E.-M., Schnering, H.G. v., Inorg. Chem. 26, 2647 (1987).CrossRefGoogle Scholar
[13] Hanack, M., Brokken, J., Peters, K., Acta Cryst., in press.Google Scholar
[14] Creutz, C., Prog. Inorg. Chem. 30, 1 (1983).CrossRefGoogle Scholar
[15] Calderazzo, F., Frediani, S., James, B.R., Pampaloni, G., Remier, K.J., Sams, J.R., Serra, A.M., Vitali, D., Inorg. Chem. 21, 2302 (1982).CrossRefGoogle Scholar