Synthesis of chiral O-functionalized isobornyloxy, menthyloxy and fenchyloxy cyclopentadienyl ligands

Synthesis

Volumn , Issue 7, 1996, Pages 847-850

  Van Der Zeijden, Adolphus A H ^a   Mattheis, Chris ^a  

^a MARTIN LUTHER UNIVERSITY HALLE WITTENBERG   (Germany)

Author keywords

bidentate ligands; chiral ligands; cyclopentadiene ligands; O functionalized ligands; terpenes

Indexed keywords

CYCLOPENTADIENE DERIVATIVE;

ARTICLE; CHIRALITY; DRUG SYNTHESIS; REACTION ANALYSIS;

EID: 0029885269     PISSN: 00397881     EISSN: None     Source Type: Journal    
DOI: None     Document Type: Article

References (36)

1. Ojima, I. Catalytic Asymmetric Synthesis; VCH: New York, 1993. Halterman, R. L. Chem. Rev. 1992, 92, 965. Okuda, J. Top. Curr. Chem. 1992, 160, 97.
2. Ojima, I. Catalytic Asymmetric Synthesis; VCH: New York, 1993. Halterman, R. L. Chem. Rev. 1992, 92, 965. Okuda, J. Top. Curr. Chem. 1992, 160, 97.
3. Ojima, I. Catalytic Asymmetric Synthesis; VCH: New York, 1993. Halterman, R. L. Chem. Rev. 1992, 92, 965. Okuda, J. Top. Curr. Chem. 1992, 160, 97.
4. Huang,Q.; Qian, Y. Synthesis 1987, 910. Huang, Q.; Qian, Y.; Tang, Y. J. Organomet. Chem. 1989, 368, 277. Huang, Q.; Qian, Y.; Tang, Y. Trans. Met. Chem. 1989, 14, 315. Van de Weghe, P.; Bied, C.; Collin, J.; Marçalo, J.; Santos, I. J. Organomet. Chem. 1994, 475, 121. Adams, H.; Bailey, N.A.; Corey, M.; Schofield, P.A.; White, C. J. Chem. Soc., Dalton Trans. 1994, 1445.
5. Huang,Q.; Qian, Y. Synthesis 1987, 910. Huang, Q.; Qian, Y.; Tang, Y. J. Organomet. Chem. 1989, 368, 277. Huang, Q.; Qian, Y.; Tang, Y. Trans. Met. Chem. 1989, 14, 315. Van de Weghe, P.; Bied, C.; Collin, J.; Marçalo, J.; Santos, I. J. Organomet. Chem. 1994, 475, 121. Adams, H.; Bailey, N.A.; Corey, M.; Schofield, P.A.; White, C. J. Chem. Soc., Dalton Trans. 1994, 1445.
6. Huang,Q.; Qian, Y. Synthesis 1987, 910. Huang, Q.; Qian, Y.; Tang, Y. J. Organomet. Chem. 1989, 368, 277. Huang, Q.; Qian, Y.; Tang, Y. Trans. Met. Chem. 1989, 14, 315. Van de Weghe, P.; Bied, C.; Collin, J.; Marçalo, J.; Santos, I. J. Organomet. Chem. 1994, 475, 121. Adams, H.; Bailey, N.A.; Corey, M.; Schofield, P.A.; White, C. J. Chem. Soc., Dalton Trans. 1994, 1445.
7. Huang,Q.; Qian, Y. Synthesis 1987, 910. Huang, Q.; Qian, Y.; Tang, Y. J. Organomet. Chem. 1989, 368, 277. Huang, Q.; Qian, Y.; Tang, Y. Trans. Met. Chem. 1989, 14, 315. Van de Weghe, P.; Bied, C.; Collin, J.; Marçalo, J.; Santos, I. J. Organomet. Chem. 1994, 475, 121. Adams, H.; Bailey, N.A.; Corey, M.; Schofield, P.A.; White, C. J. Chem. Soc., Dalton Trans. 1994, 1445.
8. Huang,Q.; Qian, Y. Synthesis 1987, 910. Huang, Q.; Qian, Y.; Tang, Y. J. Organomet. Chem. 1989, 368, 277. Huang, Q.; Qian, Y.; Tang, Y. Trans. Met. Chem. 1989, 14, 315. Van de Weghe, P.; Bied, C.; Collin, J.; Marçalo, J.; Santos, I. J. Organomet. Chem. 1994, 475, 121. Adams, H.; Bailey, N.A.; Corey, M.; Schofield, P.A.; White, C. J. Chem. Soc., Dalton Trans. 1994, 1445.
9. van der Zeijden, A. A. H. Tetrahedron: Asymmetry 1995,6, 913.
10. Similar syntheses of 2-isobornyloxyethanol are reported in the patent literature, e.g.: SCM Corp., British Patent 1216620; Chem. Abstr. 1971, 74, 88172. See also: Matsubara, Y.; Kimara, J.; Noguchi, M. Yukagaku 1975, 24, 166; Chem. Abstr. 1975, 83, 10428. The reported addition of glycol to ( - )-β-pinene affording 2-bornyloxyetha-nol could not be reproduced by us.
11. Similar syntheses of 2-isobornyloxyethanol are reported in the patent literature, e.g.: SCM Corp., British Patent 1216620; Chem. Abstr. 1971, 74, 88172. See also: Matsubara, Y.; Kimara, J.; Noguchi, M. Yukagaku 1975, 24, 166; Chem. Abstr. 1975, 83, 10428. The reported addition of glycol to ( - )-β-pinene affording 2-bornyloxyetha-nol could not be reproduced by us.
12. Similar syntheses of 2-isobornyloxyethanol are reported in the patent literature, e.g.: SCM Corp., British Patent 1216620; Chem. Abstr. 1971, 74, 88172. See also: Matsubara, Y.; Kimara, J.; Noguchi, M. Yukagaku 1975, 24, 166; Chem. Abstr. 1975, 83, 10428. The reported addition of glycol to ( - )-β-pinene affording 2-bornyloxyetha-nol could not be reproduced by us.
13. 2-symmetric compound 1,2-bis(isobornyloxy)ethane (2), which might find its use as a chiral O,O′-bidentate ligand.
14. Similar syntheses of 1-chloro-2-isobornyloxyethane are reported in the patent literature, e.g. Waida, T.; Asada, S.; Kodama, M;. Japan Patent 7134420; Chem. Abstr. 1972, 76, P4032. See also: Borowiecki, L.; Welniak, M. Pol. J. Chem. 1988, 62, 235; Chem. Abstr. 1988, 62, 235.
15. Similar syntheses of 1-chloro-2-isobornyloxyethane are reported in the patent literature, e.g. Waida, T.; Asada, S.; Kodama, M;. Japan Patent 7134420; Chem. Abstr. 1972, 76, P4032. See also: Borowiecki, L.; Welniak, M. Pol. J. Chem. 1988, 62, 235; Chem. Abstr. 1988, 62, 235.
16. Similar syntheses of 1-chloro-2-isobornyloxyethane are reported in the patent literature, e.g. Waida, T.; Asada, S.; Kodama, M;. Japan Patent 7134420; Chem. Abstr. 1972, 76, P4032. See also: Borowiecki, L.; Welniak, M. Pol. J. Chem. 1988, 62, 235; Chem. Abstr. 1988, 62, 235.
17. Scott, J. W. In Asymmetric Synthesis, Vol. 4; Morrison, J. D.; Scott, J.W., Eds.; Academic: Orlando, FL, 1984; p1.
18. Leffler,M.T.;Calkins,A.E.Org. Synth. Coll. Vol. III 1955, 544.
19. A four-step synthesis of 1-bromo-2-menthyloxyethane from menthol has been reported, albeit without experimental details: Tagaki, W.; Tamura, Y.; Yano, Y. Bull. Chem. Soc. Jpn. 1980, 53, 478.
20. 2OMe has been well developed: Deng, D.; Qian, C.; Wu, G.; Zheng, P. J. Chem. Soc., Chem. Commun. 1990, 880. Deng, D.; Li, B.; Qian, C. Polyhedron 1990, 9, 1453. Qian, C.; Wang, B.; Deng, D.; Wu, G.; Zheng, P. J. Organomet. Chem. 1992, 427, C29. Deng, D.; Qian, C.; Song, F.; Wang, Z.; Wu, G.; Zheng, P. J. Organomet. Chem. 1993, 443, 79. Deng, D.; Song, E.; Wang, Z.; Qian, C.; Wu, G.; Zheng, P. Polyhedron 1992, 11, 2883. Deng, D.; Zheng,X.;Qian, C.;Sun, J.; Zhang, L. J. Organomet. Chem. 1994, 466, 95. Qian, C.; Zheng, X.; Wang, B.; Deng, D.; Sun, J. J. Organomet. Chem. 1994, 466, 101. Qian, C.; Wang, B.; Deng, D.; Jin, X. Polyhedron 1993, 12, 2265. Deng, D.; Qian, C.; Song, F.; Wang, Z.; Wu, G.; Zheng, P.; Jin, S.; Lin, Y. J. Organomet. Chem. 1993, 458, 83. Deng, D.; Zheng, X.; Qian, C.; Sun, J.; Dormond, A.; Baudry, D.; Visseaux, M. J. Chem. Soc., Dalton Trans. 1994, 1665. Deng, D.; Jiang, Y.; Qian,C.; Wu, G.; Zheng, P. J. Organomet. Chem. 194, 470, 99. Qian, C.; Wang, B.; Deng, D.; Hu, J.; Chen, J.; Wu, G.; Zheng, P. Inorg. Chem. 1994, 33, 3382. Herrmann, W. A.; Anwander, R.; Munck, F. C.; Scherer, W. Chem. Ber. 1993, 126, 331. Laske, D. A.; Duchateau, R.; Teuben, J. H.; Spek, A. L. J. Organomet. Chem. 1993, 462, 149. Rees, W.S.; Lay, U.W.; Dippel, K.A. J. Organomet. Chem. 1994, 483, 27.
21. 2OMe has been well developed: Deng, D.; Qian, C.; Wu, G.; Zheng, P. J. Chem. Soc., Chem. Commun. 1990, 880. Deng, D.; Li, B.; Qian, C. Polyhedron 1990, 9, 1453. Qian, C.; Wang, B.; Deng, D.; Wu, G.; Zheng, P. J. Organomet. Chem. 1992, 427, C29. Deng, D.; Qian, C.; Song, F.; Wang, Z.; Wu, G.; Zheng, P. J. Organomet. Chem. 1993, 443, 79. Deng, D.; Song, E.; Wang, Z.; Qian, C.; Wu, G.; Zheng, P. Polyhedron 1992, 11, 2883. Deng, D.; Zheng,X.;Qian, C.;Sun, J.; Zhang, L. J. Organomet. Chem. 1994, 466, 95. Qian, C.; Zheng, X.; Wang, B.; Deng, D.; Sun, J. J. Organomet. Chem. 1994, 466, 101. Qian, C.; Wang, B.; Deng, D.; Jin, X. Polyhedron 1993, 12, 2265. Deng, D.; Qian, C.; Song, F.; Wang, Z.; Wu, G.; Zheng, P.; Jin, S.; Lin, Y. J. Organomet. Chem. 1993, 458, 83. Deng, D.; Zheng, X.; Qian, C.; Sun, J.; Dormond, A.; Baudry, D.; Visseaux, M. J. Chem. Soc., Dalton Trans. 1994, 1665. Deng, D.; Jiang, Y.; Qian,C.; Wu, G.; Zheng, P. J. Organomet. Chem. 194, 470, 99. Qian, C.; Wang, B.; Deng, D.; Hu, J.; Chen, J.; Wu, G.; Zheng, P. Inorg. Chem. 1994, 33, 3382. Herrmann, W. A.; Anwander, R.; Munck, F. C.; Scherer, W. Chem. Ber. 1993, 126, 331. Laske, D. A.; Duchateau, R.; Teuben, J. H.; Spek, A. L. J. Organomet. Chem. 1993, 462, 149. Rees, W.S.; Lay, U.W.; Dippel, K.A. J. Organomet. Chem. 1994, 483, 27.
22. 2OMe has been well developed: Deng, D.; Qian, C.; Wu, G.; Zheng, P. J. Chem. Soc., Chem. Commun. 1990, 880. Deng, D.; Li, B.; Qian, C. Polyhedron 1990, 9, 1453. Qian, C.; Wang, B.; Deng, D.; Wu, G.; Zheng, P. J. Organomet. Chem. 1992, 427, C29. Deng, D.; Qian, C.; Song, F.; Wang, Z.; Wu, G.; Zheng, P. J. Organomet. Chem. 1993, 443, 79. Deng, D.; Song, E.; Wang, Z.; Qian, C.; Wu, G.; Zheng, P. Polyhedron 1992, 11, 2883. Deng, D.; Zheng,X.;Qian, C.;Sun, J.; Zhang, L. J. Organomet. Chem. 1994, 466, 95. Qian, C.; Zheng, X.; Wang, B.; Deng, D.; Sun, J. J. Organomet. Chem. 1994, 466, 101. Qian, C.; Wang, B.; Deng, D.; Jin, X. Polyhedron 1993, 12, 2265. Deng, D.; Qian, C.; Song, F.; Wang, Z.; Wu, G.; Zheng, P.; Jin, S.; Lin, Y. J. Organomet. Chem. 1993, 458, 83. Deng, D.; Zheng, X.; Qian, C.; Sun, J.; Dormond, A.; Baudry, D.; Visseaux, M. J. Chem. Soc., Dalton Trans. 1994, 1665. Deng, D.; Jiang, Y.; Qian,C.; Wu, G.; Zheng, P. J. Organomet. Chem. 194, 470, 99. Qian, C.; Wang, B.; Deng, D.; Hu, J.; Chen, J.; Wu, G.; Zheng, P. Inorg. Chem. 1994, 33, 3382. Herrmann, W. A.; Anwander, R.; Munck, F. C.; Scherer, W. Chem. Ber. 1993, 126, 331. Laske, D. A.; Duchateau, R.; Teuben, J. H.; Spek, A. L. J. Organomet. Chem. 1993, 462, 149. Rees, W.S.; Lay, U.W.; Dippel, K.A. J. Organomet. Chem. 1994, 483, 27.
23. 2OMe has been well developed: Deng, D.; Qian, C.; Wu, G.; Zheng, P. J. Chem. Soc., Chem. Commun. 1990, 880. Deng, D.; Li, B.; Qian, C. Polyhedron 1990, 9, 1453. Qian, C.; Wang, B.; Deng, D.; Wu, G.; Zheng, P. J. Organomet. Chem. 1992, 427, C29. Deng, D.; Qian, C.; Song, F.; Wang, Z.; Wu, G.; Zheng, P. J. Organomet. Chem. 1993, 443, 79. Deng, D.; Song, E.; Wang, Z.; Qian, C.; Wu, G.; Zheng, P. Polyhedron 1992, 11, 2883. Deng, D.; Zheng,X.;Qian, C.;Sun, J.; Zhang, L. J. Organomet. Chem. 1994, 466, 95. Qian, C.; Zheng, X.; Wang, B.; Deng, D.; Sun, J. J. Organomet. Chem. 1994, 466, 101. Qian, C.; Wang, B.; Deng, D.; Jin, X. Polyhedron 1993, 12, 2265. Deng, D.; Qian, C.; Song, F.; Wang, Z.; Wu, G.; Zheng, P.; Jin, S.; Lin, Y. J. Organomet. Chem. 1993, 458, 83. Deng, D.; Zheng, X.; Qian, C.; Sun, J.; Dormond, A.; Baudry, D.; Visseaux, M. J. Chem. Soc., Dalton Trans. 1994, 1665. Deng, D.; Jiang, Y.; Qian,C.; Wu, G.; Zheng, P. J. Organomet. Chem. 194, 470, 99. Qian, C.; Wang, B.; Deng, D.; Hu, J.; Chen, J.; Wu, G.; Zheng, P. Inorg. Chem. 1994, 33, 3382. Herrmann, W. A.; Anwander, R.; Munck, F. C.; Scherer, W. Chem. Ber. 1993, 126, 331. Laske, D. A.; Duchateau, R.; Teuben, J. H.; Spek, A. L. J. Organomet. Chem. 1993, 462, 149. Rees, W.S.; Lay, U.W.; Dippel, K.A. J. Organomet. Chem. 1994, 483, 27.
24. 2OMe has been well developed: Deng, D.; Qian, C.; Wu, G.; Zheng, P. J. Chem. Soc., Chem. Commun. 1990, 880. Deng, D.; Li, B.; Qian, C. Polyhedron 1990, 9, 1453. Qian, C.; Wang, B.; Deng, D.; Wu, G.; Zheng, P. J. Organomet. Chem. 1992, 427, C29. Deng, D.; Qian, C.; Song, F.; Wang, Z.; Wu, G.; Zheng, P. J. Organomet. Chem. 1993, 443, 79. Deng, D.; Song, E.; Wang, Z.; Qian, C.; Wu, G.; Zheng, P. Polyhedron 1992, 11, 2883. Deng, D.; Zheng,X.;Qian, C.;Sun, J.; Zhang, L. J. Organomet. Chem. 1994, 466, 95. Qian, C.; Zheng, X.; Wang, B.; Deng, D.; Sun, J. J. Organomet. Chem. 1994, 466, 101. Qian, C.; Wang, B.; Deng, D.; Jin, X. Polyhedron 1993, 12, 2265. Deng, D.; Qian, C.; Song, F.; Wang, Z.; Wu, G.; Zheng, P.; Jin, S.; Lin, Y. J. Organomet. Chem. 1993, 458, 83. Deng, D.; Zheng, X.; Qian, C.; Sun, J.; Dormond, A.; Baudry, D.; Visseaux, M. J. Chem. Soc., Dalton Trans. 1994, 1665. Deng, D.; Jiang, Y.; Qian,C.; Wu, G.; Zheng, P. J. Organomet. Chem. 194, 470, 99. Qian, C.; Wang, B.; Deng, D.; Hu, J.; Chen, J.; Wu, G.; Zheng, P. Inorg. Chem. 1994, 33, 3382. Herrmann, W. A.; Anwander, R.; Munck, F. C.; Scherer, W. Chem. Ber. 1993, 126, 331. Laske, D. A.; Duchateau, R.; Teuben, J. H.; Spek, A. L. J. Organomet. Chem. 1993, 462, 149. Rees, W.S.; Lay, U.W.; Dippel, K.A. J. Organomet. Chem. 1994, 483, 27.
25. 2OMe has been well developed: Deng, D.; Qian, C.; Wu, G.; Zheng, P. J. Chem. Soc., Chem. Commun. 1990, 880. Deng, D.; Li, B.; Qian, C. Polyhedron 1990, 9, 1453. Qian, C.; Wang, B.; Deng, D.; Wu, G.; Zheng, P. J. Organomet. Chem. 1992, 427, C29. Deng, D.; Qian, C.; Song, F.; Wang, Z.; Wu, G.; Zheng, P. J. Organomet. Chem. 1993, 443, 79. Deng, D.; Song, E.; Wang, Z.; Qian, C.; Wu, G.; Zheng, P. Polyhedron 1992, 11, 2883. Deng, D.; Zheng,X.;Qian, C.;Sun, J.; Zhang, L. J. Organomet. Chem. 1994, 466, 95. Qian, C.; Zheng, X.; Wang, B.; Deng, D.; Sun, J. J. Organomet. Chem. 1994, 466, 101. Qian, C.; Wang, B.; Deng, D.; Jin, X. Polyhedron 1993, 12, 2265. Deng, D.; Qian, C.; Song, F.; Wang, Z.; Wu, G.; Zheng, P.; Jin, S.; Lin, Y. J. Organomet. Chem. 1993, 458, 83. Deng, D.; Zheng, X.; Qian, C.; Sun, J.; Dormond, A.; Baudry, D.; Visseaux, M. J. Chem. Soc., Dalton Trans. 1994, 1665. Deng, D.; Jiang, Y.; Qian,C.; Wu, G.; Zheng, P. J. Organomet. Chem. 194, 470, 99. Qian, C.; Wang, B.; Deng, D.; Hu, J.; Chen, J.; Wu, G.; Zheng, P. Inorg. Chem. 1994, 33, 3382. Herrmann, W. A.; Anwander, R.; Munck, F. C.; Scherer, W. Chem. Ber. 1993, 126, 331. Laske, D. A.; Duchateau, R.; Teuben, J. H.; Spek, A. L. J. Organomet. Chem. 1993, 462, 149. Rees, W.S.; Lay, U.W.; Dippel, K.A. J. Organomet. Chem. 1994, 483, 27.
26. 2OMe has been well developed: Deng, D.; Qian, C.; Wu, G.; Zheng, P. J. Chem. Soc., Chem. Commun. 1990, 880. Deng, D.; Li, B.; Qian, C. Polyhedron 1990, 9, 1453. Qian, C.; Wang, B.; Deng, D.; Wu, G.; Zheng, P. J. Organomet. Chem. 1992, 427, C29. Deng, D.; Qian, C.; Song, F.; Wang, Z.; Wu, G.; Zheng, P. J. Organomet. Chem. 1993, 443, 79. Deng, D.; Song, E.; Wang, Z.; Qian, C.; Wu, G.; Zheng, P. Polyhedron 1992, 11, 2883. Deng, D.; Zheng,X.;Qian, C.;Sun, J.; Zhang, L. J. Organomet. Chem. 1994, 466, 95. Qian, C.; Zheng, X.; Wang, B.; Deng, D.; Sun, J. J. Organomet. Chem. 1994, 466, 101. Qian, C.; Wang, B.; Deng, D.; Jin, X. Polyhedron 1993, 12, 2265. Deng, D.; Qian, C.; Song, F.; Wang, Z.; Wu, G.; Zheng, P.; Jin, S.; Lin, Y. J. Organomet. Chem. 1993, 458, 83. Deng, D.; Zheng, X.; Qian, C.; Sun, J.; Dormond, A.; Baudry, D.; Visseaux, M. J. Chem. Soc., Dalton Trans. 1994, 1665. Deng, D.; Jiang, Y.; Qian,C.; Wu, G.; Zheng, P. J. Organomet. Chem. 194, 470, 99. Qian, C.; Wang, B.; Deng, D.; Hu, J.; Chen, J.; Wu, G.; Zheng, P. Inorg. Chem. 1994, 33, 3382. Herrmann, W. A.; Anwander, R.; Munck, F. C.; Scherer, W. Chem. Ber. 1993, 126, 331. Laske, D. A.; Duchateau, R.; Teuben, J. H.; Spek, A. L. J. Organomet. Chem. 1993, 462, 149. Rees, W.S.; Lay, U.W.; Dippel, K.A. J. Organomet. Chem. 1994, 483, 27.
27. 2OMe has been well developed: Deng, D.; Qian, C.; Wu, G.; Zheng, P. J. Chem. Soc., Chem. Commun. 1990, 880. Deng, D.; Li, B.; Qian, C. Polyhedron 1990, 9, 1453. Qian, C.; Wang, B.; Deng, D.; Wu, G.; Zheng, P. J. Organomet. Chem. 1992, 427, C29. Deng, D.; Qian, C.; Song, F.; Wang, Z.; Wu, G.; Zheng, P. J. Organomet. Chem. 1993, 443, 79. Deng, D.; Song, E.; Wang, Z.; Qian, C.; Wu, G.; Zheng, P. Polyhedron 1992, 11, 2883. Deng, D.; Zheng,X.;Qian, C.;Sun, J.; Zhang, L. J. Organomet. Chem. 1994, 466, 95. Qian, C.; Zheng, X.; Wang, B.; Deng, D.; Sun, J. J. Organomet. Chem. 1994, 466, 101. Qian, C.; Wang, B.; Deng, D.; Jin, X. Polyhedron 1993, 12, 2265. Deng, D.; Qian, C.; Song, F.; Wang, Z.; Wu, G.; Zheng, P.; Jin, S.; Lin, Y. J. Organomet. Chem. 1993, 458, 83. Deng, D.; Zheng, X.; Qian, C.; Sun, J.; Dormond, A.; Baudry, D.; Visseaux, M. J. Chem. Soc., Dalton Trans. 1994, 1665. Deng, D.; Jiang, Y.; Qian,C.; Wu, G.; Zheng, P. J. Organomet. Chem. 194, 470, 99. Qian, C.; Wang, B.; Deng, D.; Hu, J.; Chen, J.; Wu, G.; Zheng, P. Inorg. Chem. 1994, 33, 3382. Herrmann, W. A.; Anwander, R.; Munck, F. C.; Scherer, W. Chem. Ber. 1993, 126, 331. Laske, D. A.; Duchateau, R.; Teuben, J. H.; Spek, A. L. J. Organomet. Chem. 1993, 462, 149. Rees, W.S.; Lay, U.W.; Dippel, K.A. J. Organomet. Chem. 1994, 483, 27.
28. 2OMe has been well developed: Deng, D.; Qian, C.; Wu, G.; Zheng, P. J. Chem. Soc., Chem. Commun. 1990, 880. Deng, D.; Li, B.; Qian, C. Polyhedron 1990, 9, 1453. Qian, C.; Wang, B.; Deng, D.; Wu, G.; Zheng, P. J. Organomet. Chem. 1992, 427, C29. Deng, D.; Qian, C.; Song, F.; Wang, Z.; Wu, G.; Zheng, P. J. Organomet. Chem. 1993, 443, 79. Deng, D.; Song, E.; Wang, Z.; Qian, C.; Wu, G.; Zheng, P. Polyhedron 1992, 11, 2883. Deng, D.; Zheng,X.;Qian, C.;Sun, J.; Zhang, L. J. Organomet. Chem. 1994, 466, 95. Qian, C.; Zheng, X.; Wang, B.; Deng, D.; Sun, J. J. Organomet. Chem. 1994, 466, 101. Qian, C.; Wang, B.; Deng, D.; Jin, X. Polyhedron 1993, 12, 2265. Deng, D.; Qian, C.; Song, F.; Wang, Z.; Wu, G.; Zheng, P.; Jin, S.; Lin, Y. J. Organomet. Chem. 1993, 458, 83. Deng, D.; Zheng, X.; Qian, C.; Sun, J.; Dormond, A.; Baudry, D.; Visseaux, M. J. Chem. Soc., Dalton Trans. 1994, 1665. Deng, D.; Jiang, Y.; Qian,C.; Wu, G.; Zheng, P. J. Organomet. Chem. 194, 470, 99. Qian, C.; Wang, B.; Deng, D.; Hu, J.; Chen, J.; Wu, G.; Zheng, P. Inorg. Chem. 1994, 33, 3382. Herrmann, W. A.; Anwander, R.; Munck, F. C.; Scherer, W. Chem. Ber. 1993, 126, 331. Laske, D. A.; Duchateau, R.; Teuben, J. H.; Spek, A. L. J. Organomet. Chem. 1993, 462, 149. Rees, W.S.; Lay, U.W.; Dippel, K.A. J. Organomet. Chem. 1994, 483, 27.
29. 2OMe has been well developed: Deng, D.; Qian, C.; Wu, G.; Zheng, P. J. Chem. Soc., Chem. Commun. 1990, 880. Deng, D.; Li, B.; Qian, C. Polyhedron 1990, 9, 1453. Qian, C.; Wang, B.; Deng, D.; Wu, G.; Zheng, P. J. Organomet. Chem. 1992, 427, C29. Deng, D.; Qian, C.; Song, F.; Wang, Z.; Wu, G.; Zheng, P. J. Organomet. Chem. 1993, 443, 79. Deng, D.; Song, E.; Wang, Z.; Qian, C.; Wu, G.; Zheng, P. Polyhedron 1992, 11, 2883. Deng, D.; Zheng,X.;Qian, C.;Sun, J.; Zhang, L. J. Organomet. Chem. 1994, 466, 95. Qian, C.; Zheng, X.; Wang, B.; Deng, D.; Sun, J. J. Organomet. Chem. 1994, 466, 101. Qian, C.; Wang, B.; Deng, D.; Jin, X. Polyhedron 1993, 12, 2265. Deng, D.; Qian, C.; Song, F.; Wang, Z.; Wu, G.; Zheng, P.; Jin, S.; Lin, Y. J. Organomet. Chem. 1993, 458, 83. Deng, D.; Zheng, X.; Qian, C.; Sun, J.; Dormond, A.; Baudry, D.; Visseaux, M. J. Chem. Soc., Dalton Trans. 1994, 1665. Deng, D.; Jiang, Y.; Qian,C.; Wu, G.; Zheng, P. J. Organomet. Chem. 194, 470, 99. Qian, C.; Wang, B.; Deng, D.; Hu, J.; Chen, J.; Wu, G.; Zheng, P. Inorg. Chem. 1994, 33, 3382. Herrmann, W. A.; Anwander, R.; Munck, F. C.; Scherer, W. Chem. Ber. 1993, 126, 331. Laske, D. A.; Duchateau, R.; Teuben, J. H.; Spek, A. L. J. Organomet. Chem. 1993, 462, 149. Rees, W.S.; Lay, U.W.; Dippel, K.A. J. Organomet. Chem. 1994, 483, 27.
30. 2OMe has been well developed: Deng, D.; Qian, C.; Wu, G.; Zheng, P. J. Chem. Soc., Chem. Commun. 1990, 880. Deng, D.; Li, B.; Qian, C. Polyhedron 1990, 9, 1453. Qian, C.; Wang, B.; Deng, D.; Wu, G.; Zheng, P. J. Organomet. Chem. 1992, 427, C29. Deng, D.; Qian, C.; Song, F.; Wang, Z.; Wu, G.; Zheng, P. J. Organomet. Chem. 1993, 443, 79. Deng, D.; Song, E.; Wang, Z.; Qian, C.; Wu, G.; Zheng, P. Polyhedron 1992, 11, 2883. Deng, D.; Zheng,X.;Qian, C.;Sun, J.; Zhang, L. J. Organomet. Chem. 1994, 466, 95. Qian, C.; Zheng, X.; Wang, B.; Deng, D.; Sun, J. J. Organomet. Chem. 1994, 466, 101. Qian, C.; Wang, B.; Deng, D.; Jin, X. Polyhedron 1993, 12, 2265. Deng, D.; Qian, C.; Song, F.; Wang, Z.; Wu, G.; Zheng, P.; Jin, S.; Lin, Y. J. Organomet. Chem. 1993, 458, 83. Deng, D.; Zheng, X.; Qian, C.; Sun, J.; Dormond, A.; Baudry, D.; Visseaux, M. J. Chem. Soc., Dalton Trans. 1994, 1665. Deng, D.; Jiang, Y.; Qian,C.; Wu, G.; Zheng, P. J. Organomet. Chem. 194, 470, 99. Qian, C.; Wang, B.; Deng, D.; Hu, J.; Chen, J.; Wu, G.; Zheng, P. Inorg. Chem. 1994, 33, 3382. Herrmann, W. A.; Anwander, R.; Munck, F. C.; Scherer, W. Chem. Ber. 1993, 126, 331. Laske, D. A.; Duchateau, R.; Teuben, J. H.; Spek, A. L. J. Organomet. Chem. 1993, 462, 149. Rees, W.S.; Lay, U.W.; Dippel, K.A. J. Organomet. Chem. 1994, 483, 27.
31. 2OMe has been well developed: Deng, D.; Qian, C.; Wu, G.; Zheng, P. J. Chem. Soc., Chem. Commun. 1990, 880. Deng, D.; Li, B.; Qian, C. Polyhedron 1990, 9, 1453. Qian, C.; Wang, B.; Deng, D.; Wu, G.; Zheng, P. J. Organomet. Chem. 1992, 427, C29. Deng, D.; Qian, C.; Song, F.; Wang, Z.; Wu, G.; Zheng, P. J. Organomet. Chem. 1993, 443, 79. Deng, D.; Song, E.; Wang, Z.; Qian, C.; Wu, G.; Zheng, P. Polyhedron 1992, 11, 2883. Deng, D.; Zheng,X.;Qian, C.;Sun, J.; Zhang, L. J. Organomet. Chem. 1994, 466, 95. Qian, C.; Zheng, X.; Wang, B.; Deng, D.; Sun, J. J. Organomet. Chem. 1994, 466, 101. Qian, C.; Wang, B.; Deng, D.; Jin, X. Polyhedron 1993, 12, 2265. Deng, D.; Qian, C.; Song, F.; Wang, Z.; Wu, G.; Zheng, P.; Jin, S.; Lin, Y. J. Organomet. Chem. 1993, 458, 83. Deng, D.; Zheng, X.; Qian, C.; Sun, J.; Dormond, A.; Baudry, D.; Visseaux, M. J. Chem. Soc., Dalton Trans. 1994, 1665. Deng, D.; Jiang, Y.; Qian,C.; Wu, G.; Zheng, P. J. Organomet. Chem. 194, 470, 99. Qian, C.; Wang, B.; Deng, D.; Hu, J.; Chen, J.; Wu, G.; Zheng, P. Inorg. Chem. 1994, 33, 3382. Herrmann, W. A.; Anwander, R.; Munck, F. C.; Scherer, W. Chem. Ber. 1993, 126, 331. Laske, D. A.; Duchateau, R.; Teuben, J. H.; Spek, A. L. J. Organomet. Chem. 1993, 462, 149. Rees, W.S.; Lay, U.W.; Dippel, K.A. J. Organomet. Chem. 1994, 483, 27.
32. 2OMe has been well developed: Deng, D.; Qian, C.; Wu, G.; Zheng, P. J. Chem. Soc., Chem. Commun. 1990, 880. Deng, D.; Li, B.; Qian, C. Polyhedron 1990, 9, 1453. Qian, C.; Wang, B.; Deng, D.; Wu, G.; Zheng, P. J. Organomet. Chem. 1992, 427, C29. Deng, D.; Qian, C.; Song, F.; Wang, Z.; Wu, G.; Zheng, P. J. Organomet. Chem. 1993, 443, 79. Deng, D.; Song, E.; Wang, Z.; Qian, C.; Wu, G.; Zheng, P. Polyhedron 1992, 11, 2883. Deng, D.; Zheng,X.;Qian, C.;Sun, J.; Zhang, L. J. Organomet. Chem. 1994, 466, 95. Qian, C.; Zheng, X.; Wang, B.; Deng, D.; Sun, J. J. Organomet. Chem. 1994, 466, 101. Qian, C.; Wang, B.; Deng, D.; Jin, X. Polyhedron 1993, 12, 2265. Deng, D.; Qian, C.; Song, F.; Wang, Z.; Wu, G.; Zheng, P.; Jin, S.; Lin, Y. J. Organomet. Chem. 1993, 458, 83. Deng, D.; Zheng, X.; Qian, C.; Sun, J.; Dormond, A.; Baudry, D.; Visseaux, M. J. Chem. Soc., Dalton Trans. 1994, 1665. Deng, D.; Jiang, Y.; Qian,C.; Wu, G.; Zheng, P. J. Organomet. Chem. 194, 470, 99. Qian, C.; Wang, B.; Deng, D.; Hu, J.; Chen, J.; Wu, G.; Zheng, P. Inorg. Chem. 1994, 33, 3382. Herrmann, W. A.; Anwander, R.; Munck, F. C.; Scherer, W. Chem. Ber. 1993, 126, 331. Laske, D. A.; Duchateau, R.; Teuben, J. H.; Spek, A. L. J. Organomet. Chem. 1993, 462, 149. Rees, W.S.; Lay, U.W.; Dippel, K.A. J. Organomet. Chem. 1994, 483, 27.
33. 2OMe has been well developed: Deng, D.; Qian, C.; Wu, G.; Zheng, P. J. Chem. Soc., Chem. Commun. 1990, 880. Deng, D.; Li, B.; Qian, C. Polyhedron 1990, 9, 1453. Qian, C.; Wang, B.; Deng, D.; Wu, G.; Zheng, P. J. Organomet. Chem. 1992, 427, C29. Deng, D.; Qian, C.; Song, F.; Wang, Z.; Wu, G.; Zheng, P. J. Organomet. Chem. 1993, 443, 79. Deng, D.; Song, E.; Wang, Z.; Qian, C.; Wu, G.; Zheng, P. Polyhedron 1992, 11, 2883. Deng, D.; Zheng,X.;Qian, C.;Sun, J.; Zhang, L. J. Organomet. Chem. 1994, 466, 95. Qian, C.; Zheng, X.; Wang, B.; Deng, D.; Sun, J. J. Organomet. Chem. 1994, 466, 101. Qian, C.; Wang, B.; Deng, D.; Jin, X. Polyhedron 1993, 12, 2265. Deng, D.; Qian, C.; Song, F.; Wang, Z.; Wu, G.; Zheng, P.; Jin, S.; Lin, Y. J. Organomet. Chem. 1993, 458, 83. Deng, D.; Zheng, X.; Qian, C.; Sun, J.; Dormond, A.; Baudry, D.; Visseaux, M. J. Chem. Soc., Dalton Trans. 1994, 1665. Deng, D.; Jiang, Y.; Qian,C.; Wu, G.; Zheng, P. J. Organomet. Chem. 194, 470, 99. Qian, C.; Wang, B.; Deng, D.; Hu, J.; Chen, J.; Wu, G.; Zheng, P. Inorg. Chem. 1994, 33, 3382. Herrmann, W. A.; Anwander, R.; Munck, F. C.; Scherer, W. Chem. Ber. 1993, 126, 331. Laske, D. A.; Duchateau, R.; Teuben, J. H.; Spek, A. L. J. Organomet. Chem. 1993, 462, 149. Rees, W.S.; Lay, U.W.; Dippel, K.A. J. Organomet. Chem. 1994, 483, 27.
34. 2OMe has been well developed: Deng, D.; Qian, C.; Wu, G.; Zheng, P. J. Chem. Soc., Chem. Commun. 1990, 880. Deng, D.; Li, B.; Qian, C. Polyhedron 1990, 9, 1453. Qian, C.; Wang, B.; Deng, D.; Wu, G.; Zheng, P. J. Organomet. Chem. 1992, 427, C29. Deng, D.; Qian, C.; Song, F.; Wang, Z.; Wu, G.; Zheng, P. J. Organomet. Chem. 1993, 443, 79. Deng, D.; Song, E.; Wang, Z.; Qian, C.; Wu, G.; Zheng, P. Polyhedron 1992, 11, 2883. Deng, D.; Zheng,X.;Qian, C.;Sun, J.; Zhang, L. J. Organomet. Chem. 1994, 466, 95. Qian, C.; Zheng, X.; Wang, B.; Deng, D.; Sun, J. J. Organomet. Chem. 1994, 466, 101. Qian, C.; Wang, B.; Deng, D.; Jin, X. Polyhedron 1993, 12, 2265. Deng, D.; Qian, C.; Song, F.; Wang, Z.; Wu, G.; Zheng, P.; Jin, S.; Lin, Y. J. Organomet. Chem. 1993, 458, 83. Deng, D.; Zheng, X.; Qian, C.; Sun, J.; Dormond, A.; Baudry, D.; Visseaux, M. J. Chem. Soc., Dalton Trans. 1994, 1665. Deng, D.; Jiang, Y.; Qian,C.; Wu, G.; Zheng, P. J. Organomet. Chem. 194, 470, 99. Qian, C.; Wang, B.; Deng, D.; Hu, J.; Chen, J.; Wu, G.; Zheng, P. Inorg. Chem. 1994, 33, 3382. Herrmann, W. A.; Anwander, R.; Munck, F. C.; Scherer, W. Chem. Ber. 1993, 126, 331. Laske, D. A.; Duchateau, R.; Teuben, J. H.; Spek, A. L. J. Organomet. Chem. 1993, 462, 149. Rees, W.S.; Lay, U.W.; Dippel, K.A. J. Organomet. Chem. 1994, 483, 27.
35. 13CNMR signals, cf.: Bohlmann, F.; Zeisberg, R.; Klein, E. Org. Magn. Res. 1975, 7, 426.
36. Numbering system: Eqation presented.