Preparation of Enantiomerically Pure 5-Palladatricyclo[4.1.0.02, 4]heptanes and Conversion into Enantiomerically Pure Complexes with Helical Chirality at Palladium

Angewandte Chemie (International Edition in English)

Volumn 36, Issue 1-2, 1997, Pages 104-106

  Hashmi, A Stephen K ^a   Naumann, Frank ^a   Probst, Ralf ^a   Bats, Jan W ^a  

^a GOETHE UNIVERSITY   (Germany)

Author keywords

Binuclear complexes; Cyclopropenes; P ligands; Palladium; Sandwich complexes

Indexed keywords

EID: 0030847183     PISSN: 05700833     EISSN: None     Source Type: Journal    
DOI: 10.1002/anie.199701041     Document Type: Article

References (54)

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42. In analogy to 1, even after prolonged heating at 70 °C (in toluene) no reductive elimination was observed.
43. -3; Flack x-parameter x = 0.00(1). Crystallographic data (excluding structure factors) for the structures reported in this paper have been deposited with the Cambridge Crystallographic Data Centre as supplementary publication no. CCDC-179-143. Copies of the data can be obtained free of charge on application to The Director, CCDC, 12 Union Road, Cambridge CB2 1EZ, UK. (fax: Int. code +(1223)336-033; e-mail: deposit@chemcrys.cam.ac.uk).
44. 2] in good yields.
45. The oxidation of phosphane ligands to phosphane oxides is known: P. M. Maitlis, P. Espinet, M. J. H. Russel in ref. [1c], Vol. 6, pp. 243-263 (especially p. 257).
46. S. Bianchet, P. G. Potvin, Can. J. Chem. 1992, 70, 2256-2265.
47. M. Gianini, A. Forster, P. Haag, A. v. Zelewsky, H. Sioeckli-Evans, Inorg. Chem. 1996, 35, 4889-4895.
48. For the only reported deviation from a square-planar coordination of similar significacne (15°) in a palladacyclopentane, see: H. M. Büch, C. Krüger, Acta Cryst. Sect. C 1984, 40, 28-30.
49. So far the record lies at 2.36 Å: C. E. Housecroft, S. M. Owen, P. R. Raithby, B. A. M. Shaykh, Organometallics 1990, 9, 1617-1623. Otherwise values between 2.28 und 2.32 Å were observed: T. Hayashi, M. Konishi, Y. Kobori, M. Kumada, T. Higuchi, K. Hirotsu, J. Am. Chew. Soc. 1984, 106, 158-163; I. R. Butler, W. R. Cullen, T.-J. Kim, S. J. Rettig, J. Trotter, Organometallics 1985, 4, 972-980; C. Lin, Y. Lin, L. Lin, Jiegon Huaxue (J. Struct. Chem.) 1991, 10, 201-203; T. F. Baumann, J. W. Sibert, M. M. Olmstead, A. G. M. Barrett, B. M. Hoffman, J. Am. Chem. Soc. 1994, 116, 2639-2640; J. M. Brown, J. J. Pérez-Torrente, N. W. Alock, H. J. Clase, Organometallics 1995, 14, 207-213.
50. So far the record lies at 2.36 Å: C. E. Housecroft, S. M. Owen, P. R. Raithby, B. A. M. Shaykh, Organometallics 1990, 9, 1617-1623. Otherwise values between 2.28 und 2.32 Å were observed: T. Hayashi, M. Konishi, Y. Kobori, M. Kumada, T. Higuchi, K. Hirotsu, J. Am. Chew. Soc. 1984, 106, 158-163; I. R. Butler, W. R. Cullen, T.-J. Kim, S. J. Rettig, J. Trotter, Organometallics 1985, 4, 972-980; C. Lin, Y. Lin, L. Lin, Jiegon Huaxue (J. Struct. Chem.) 1991, 10, 201-203; T. F. Baumann, J. W. Sibert, M. M. Olmstead, A. G. M. Barrett, B. M. Hoffman, J. Am. Chem. Soc. 1994, 116, 2639-2640; J. M. Brown, J. J. Pérez-Torrente, N. W. Alock, H. J. Clase, Organometallics 1995, 14, 207-213.
51. So far the record lies at 2.36 Å: C. E. Housecroft, S. M. Owen, P. R. Raithby, B. A. M. Shaykh, Organometallics 1990, 9, 1617-1623. Otherwise values between 2.28 und 2.32 Å were observed: T. Hayashi, M. Konishi, Y. Kobori, M. Kumada, T. Higuchi, K. Hirotsu, J. Am. Chew. Soc. 1984, 106, 158-163; I. R. Butler, W. R. Cullen, T.-J. Kim, S. J. Rettig, J. Trotter, Organometallics 1985, 4, 972-980; C. Lin, Y. Lin, L. Lin, Jiegon Huaxue (J. Struct. Chem.) 1991, 10, 201-203; T. F. Baumann, J. W. Sibert, M. M. Olmstead, A. G. M. Barrett, B. M. Hoffman, J. Am. Chem. Soc. 1994, 116, 2639-2640; J. M. Brown, J. J. Pérez-Torrente, N. W. Alock, H. J. Clase, Organometallics 1995, 14, 207-213.
52. So far the record lies at 2.36 Å: C. E. Housecroft, S. M. Owen, P. R. Raithby, B. A. M. Shaykh, Organometallics 1990, 9, 1617-1623. Otherwise values between 2.28 und 2.32 Å were observed: T. Hayashi, M. Konishi, Y. Kobori, M. Kumada, T. Higuchi, K. Hirotsu, J. Am. Chew. Soc. 1984, 106, 158-163; I. R. Butler, W. R. Cullen, T.-J. Kim, S. J. Rettig, J. Trotter, Organometallics 1985, 4, 972-980; C. Lin, Y. Lin, L. Lin, Jiegon Huaxue (J. Struct. Chem.) 1991, 10, 201-203; T. F. Baumann, J. W. Sibert, M. M. Olmstead, A. G. M. Barrett, B. M. Hoffman, J. Am. Chem. Soc. 1994, 116, 2639-2640; J. M. Brown, J. J. Pérez-Torrente, N. W. Alock, H. J. Clase, Organometallics 1995, 14, 207-213.
53. So far the record lies at 2.36 Å: C. E. Housecroft, S. M. Owen, P. R. Raithby, B. A. M. Shaykh, Organometallics 1990, 9, 1617-1623. Otherwise values between 2.28 und 2.32 Å were observed: T. Hayashi, M. Konishi, Y. Kobori, M. Kumada, T. Higuchi, K. Hirotsu, J. Am. Chew. Soc. 1984, 106, 158-163; I. R. Butler, W. R. Cullen, T.-J. Kim, S. J. Rettig, J. Trotter, Organometallics 1985, 4, 972-980; C. Lin, Y. Lin, L. Lin, Jiegon Huaxue (J. Struct. Chem.) 1991, 10, 201-203; T. F. Baumann, J. W. Sibert, M. M. Olmstead, A. G. M. Barrett, B. M. Hoffman, J. Am. Chem. Soc. 1994, 116, 2639-2640; J. M. Brown, J. J. Pérez-Torrente, N. W. Alock, H. J. Clase, Organometallics 1995, 14, 207-213.
54. So far the record lies at 2.36 Å: C. E. Housecroft, S. M. Owen, P. R. Raithby, B. A. M. Shaykh, Organometallics 1990, 9, 1617-1623. Otherwise values between 2.28 und 2.32 Å were observed: T. Hayashi, M. Konishi, Y. Kobori, M. Kumada, T. Higuchi, K. Hirotsu, J. Am. Chew. Soc. 1984, 106, 158-163; I. R. Butler, W. R. Cullen, T.-J. Kim, S. J. Rettig, J. Trotter, Organometallics 1985, 4, 972-980; C. Lin, Y. Lin, L. Lin, Jiegon Huaxue (J. Struct. Chem.) 1991, 10, 201-203; T. F. Baumann, J. W. Sibert, M. M. Olmstead, A. G. M. Barrett, B. M. Hoffman, J. Am. Chem. Soc. 1994, 116, 2639-2640; J. M. Brown, J. J. Pérez-Torrente, N. W. Alock, H. J. Clase, Organometallics 1995, 14, 207-213.