The Stereochemistry of the α-Ferrocenylethyl Carbonium Ion†
G. Gokel
Department of Chemistry, University of Southern California, Los Angeles, Calif. 90007 (USA)
Search for more papers by this authorDr. P. Hoffmann
Department of Chemistry, University of Southern California, Los Angeles, Calif. 90007 (USA)
Wissenschaftliches Hauptlaboratorium der Farbenfabriken Bayer AG, 509 Leverkusen-Bayerwerk (Germany)
Search for more papers by this authorDr. H. Klusacek
Department of Chemistry, University of Southern California, Los Angeles, Calif. 90007 (USA)
Search for more papers by this authorDr. D. Marquarding
Wissenschaftliches Hauptlaboratorium der Farbenfabriken Bayer AG, 509 Leverkusen-Bayerwerk (Germany)
Search for more papers by this authorProf. Dr. E. Ruch
Institut für Quantenchemie der Freien Universität, 1 Berlin 45, Holbeinstrasse 48 (Germany)
Search for more papers by this authorCorresponding Author
Prof. Dr. I. Ugi
Department of Chemistry, University of Southern California, Los Angeles, Calif. 90007 (USA)
Department of Chemistry, University of Southern California, Los Angeles, Calif. 90007 (USA)Search for more papers by this authorG. Gokel
Department of Chemistry, University of Southern California, Los Angeles, Calif. 90007 (USA)
Search for more papers by this authorDr. P. Hoffmann
Department of Chemistry, University of Southern California, Los Angeles, Calif. 90007 (USA)
Wissenschaftliches Hauptlaboratorium der Farbenfabriken Bayer AG, 509 Leverkusen-Bayerwerk (Germany)
Search for more papers by this authorDr. H. Klusacek
Department of Chemistry, University of Southern California, Los Angeles, Calif. 90007 (USA)
Search for more papers by this authorDr. D. Marquarding
Wissenschaftliches Hauptlaboratorium der Farbenfabriken Bayer AG, 509 Leverkusen-Bayerwerk (Germany)
Search for more papers by this authorProf. Dr. E. Ruch
Institut für Quantenchemie der Freien Universität, 1 Berlin 45, Holbeinstrasse 48 (Germany)
Search for more papers by this authorCorresponding Author
Prof. Dr. I. Ugi
Department of Chemistry, University of Southern California, Los Angeles, Calif. 90007 (USA)
Department of Chemistry, University of Southern California, Los Angeles, Calif. 90007 (USA)Search for more papers by this authorDedicated to Professor K. Hansen on the occasion of his 60th birthday
References
- 1 J. H. Richards and E. A. Hill, J. Amer. chem. Soc. 81, 3484 (1959); G. R. Buell, W. E. McEwen, and J. Kleinberg, Tetrahedron Letters 1959, No. 5, p. 16; J. Amer. chem. Soc. 84, 40 (1962); K. L. Rinehart, P. A. Kittle, and A. F. Ellis, J. Amer. chem. Soc. 82, 2082 (1960); E. A. Hill and J. H. Richards, J. Amer. chem. Soc. 83, 3840, 4216 (1961); E. A. Hill, J. org. Chemistry 28, 3586 (1963).
- 2 D. S. Trifan and R. Bacskai, Tetrahedron Letters 1960, No. 13, p. 1; J. Amer. chem. Soc. 82, 5010 (1960).
- 3 A. Berger, W. E. McEwen, and J. Kleinberg, J. Amer. chem. Soc. 83, 2274 (1961); G. L. Hoh, W. E. McEwen, and J. Kleinberg, J. Amer. chem. Soc. 83, 3949 (1961).
- 4 J. C. Ware and T. G. Traylor, Tetrahedron Letters 1965, 1295.
- 5 M. Rosenblum: Chemistry of the Iron Group Metallocenes. Part I, Wiley, New York 1965, p. 129; Advances Chem. Ser. 62, 532 (1966); E. A. Hill and R. Wiesner, J. Amer. chem. Soc. 91, 509 (1969); J. Feinberg and M. Rosenblum, J. Amer. chem. Soc. 91, 4324 (1969).
- 6 M. Cais, J. J. Dannenberg, A. Eisenstadt, M. J. Levenberg, and J. H. Richards, Tetrahedron Letters 1966, 1695.
- 7 T. G. Traylor and J. C. Ware, J. Amer. chem. Soc. 89, 2304 (1967).
- 8 T. G. Traylor and T. T. Tidwell, J. Amer. chem. Soc. 88, 3442 (1966); J. D. Fitzpatrick, L. Watts, and R. Pettit, Tetrahedron Letters 1966, 1299.
- 9
I. Ugi,
Angew. Chem.
74, 9
(1962);
Angew. Chem. internat. Edit.
1, 8
(1962);
10.1002/anie.196200081 Google ScholarI. Ugi and K. Offermann, Chem. Ber. 97, 2996 (1964).
- 10Reassignment of the configuration [11] of (R)-α-ferrocenylethylamine: D. Marquarding, P. Hoffmann, H. Heitzer, and I. Ugi, J. Amer. chem. Soc., in press.
- 11 K. Schlögl and M. Fried, Mh. Chem. 95, 558 (1964).
- 12 I. Ugi, H. Perlinger, and L. Behringer, Chem. Ber. 91, 2330 (1958).
- 13Cf. J. F. Bunnett, Angew. Chem. 74, 731 (1962); Angew. Chem. internat. Edit. 1, 225 (1962).
- 14 D. Marquarding, H. Klusacek, G. Gokel, P. Hoffmann, and I. Ugi, J. Amer. chem. Soc., in press.
- 15 E. Ruch and E. O. Fischer, Z. Naturforsch. 7b, 676 (1952); E. Ruch, S.-B. math.-naturwiss. Abt. bayer. Akad. Wiss. München (1955); Z. physik. Chem. NF 6, 356 (1956).
