Abstract
Acylation of 4-bromo- and 4-cyano-4′-ferrocenylbiphenyl with alkanoyl chlorides afforded the corresponding 1-acyl-1′-biphenylylferrocenes in ∼20% yields. X-ray diffraction study of the above-mentioned bromo derivative and 1-(4′-cyanobiphenyl-4-yl)-1′-((S)-3-methylpentanoyl)ferrocene demonstrated that these ferrocenylbiphenyl derivatives crystallize in noncentrosymmetric space groups.
This is a preview of subscription content, log in via an institution to check access.
Similar content being viewed by others
References
C. Imrie, P. Engelbrecht, C. Loubser, and C. W. McCleland, Appl. Organomet. Chem., 2001, 15, 1.
G. G. A. Balavoine, J. C. Daran, G. Iftime, P. G. Lacroix, E. Manoury, J. A. Delaire, I. Maltey-Fanton, K. Nakatani, and S. Di Bella, Organometallics, 1999, 18, 21.
R. Deschenaux, M. Schweissguth, M. T. Vilches, A. M. Levelut, D. Hautot, G. J. Long, and D. Luneau, Organometallics, 1999, 18, 5553.
C. Imrie, P. Engelbrecht, C. Loubser, C. W. McCleland, V. O. Nyamori, R. Bogardi, D. C. Levendis, N. Tolom, J. van Rooyen, and N. Williams, J. Organomet. Chem., 2002, 645, 65.
C. Imrie, C. Loubser, P. Engelbrecht, C. W. McCleland, and Y. Zheng, J. Organomet. Chem., 2003, 665, 48.
K. P. Reddy and T. L. Brown, Liq. Cryst., 1992, 12, 369.
D. A. Lemenovskii, M. V. Makarov, V. P. Dyadchenko, A. E. Bruce, M. R. M. Bruce, S. A. Larkin, B. B. Averkiev, Z. A. Starikova, and M. Yu. Antipin, Izv. Akad. Nauk, Ser. Khim., 2003, 583 [Russ. Chem. Bull., Int. Ed., 2003, 52, 607].
A. N. Nesmeyanov, E. G. Perevalova, N. A. Simukova, T. V. Nikitina, and P. D. Reshetov, Izv. Akad. Nauk SSSR, Ser. Khim., 1961, 77 [Bull. Acad. Sci. USSR, Div. Chem. 1961 (Engl. Transl.))].
J. Bernstein, Polymorphism in Molecular Crystals, Oxford University Press Inc., New York, 2002.
F. H. Allen, O. Kennard, D. Watson, L. Brammer, A. G. Orpen, and R. Taylor, J. Chem. Soc., Perkin Trans. 2, 1987, S1.
G. M. Sheldrick, SADABS, Program for Empirical Absorption Correction of Area Detector Data, University of Gottingen, Gottingen (Germany), 1996.
SMART V5.051 and SAINT V5.00, Area Detector Control and Integration Software, Bruker AXS Inc., Madison (WI-53719, USA), 1998.
G. M. Sheldrick, SHELXTL 97, V5.10, Bruker AXS Inc., Madison (WI-53719, USA), 1997.
Author information
Authors and Affiliations
Additional information
Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 9, pp. 1864–1870, September, 2004.
Rights and permissions
About this article
Cite this article
Makarov, M.V., Dyadchenko, V.P., Suponitskii, K.Y. et al. Synthesis of substituted 1-acyl-1′-biphenylylferrocenes. Crystal structures of 4-bromo-4′-ferrocenylbiphenyl and 1-(4′-cyanobiphenyl-4-yl)-1′-((S)-3-methylpentanoyl)ferrocene. Russ Chem Bull 53, 1942–1948 (2004). https://doi.org/10.1007/s11172-005-0053-6
Received:
Revised:
Issue Date:
DOI: https://doi.org/10.1007/s11172-005-0053-6