The preparation of rigidly-linked 4,5-diazafluorenes: New molrac bidentate ligand systems

Tetrahedron Letters

Volumn 37, Issue 13, 1996, Pages 2161-2164

  Warrener, Ronald N ^a   Ferreira, Aurélio B B ^a   Tiekink, Edward R T ^b  

^a CENTRAL QUEENSLAND UNIVERSITY   (Australia)

^b UNIVERSITY OF ADELAIDE   (Australia)

Author keywords

[No Author keywords available]

Indexed keywords

FLUORENE DERIVATIVE; POLYCYCLIC AROMATIC HYDROCARBON; PYRIDINE DERIVATIVE;

ARTICLE; DRUG SYNTHESIS; REACTION ANALYSIS; STEREOCHEMISTRY;

EID: 0029975045     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/0040-4039(96)00223-7     Document Type: Article

References (22)

1. Voyer, N.; Lamothe, J. Tetrahedron 1995, 51, 9241-9284.
2. Golka, A.; Keyte, P. J.; Paddon-Row, M. N. Tetrahedron 1992, 48, 7663-7678.
3. Sauvage, J.-P.; Collin, J.-P.; Chambron, J.-C.; Guillerez, S.; Coudret, C.; Balzani, V.; Barigelletti, F.; Decola, L.; Flamigni, L. Chem. Rev. 1994, 94, 993; Schanze, K.S.; Sauer, K. J. Am. Chem. Soc. 1988, 110, 1180; Cooley, L.F.; Larson, S.L.; Elliott, C.M.; Kelley, D.F. J. Phys. Chem. 1991, 95, 10694; Ryu, C.K.; Wang, R.; Schmehl, R.H.; Ferrere, S. M. Ludwikow, M.; Merkert, J.W.; Headford, C.E.L; Elliott, C.M. J. Am. Chem. Soc. 1992, 114, 430; Mecklenburg, S.L.; Peek, B.M.; Schoonover, J.R.; McCafferty, D.O.; Wall, C.G.; Erickson,; Meyer, T.J. J. Am. Chem. Soc. 1993, 115, 5479; Opperman, K.A.; Mecklenburg, S.L.; Meyer, T.J. Inorg Chem. 1994, 33, 5295.
4. Sauvage, J.-P.; Collin, J.-P.; Chambron, J.-C.; Guillerez, S.; Coudret, C.; Balzani, V.; Barigelletti, F.; Decola, L.; Flamigni, L. Chem. Rev. 1994, 94, 993; Schanze, K.S.; Sauer, K. J. Am. Chem. Soc. 1988, 110, 1180; Cooley, L.F.; Larson, S.L.; Elliott, C.M.; Kelley, D.F. J. Phys. Chem. 1991, 95, 10694; Ryu, C.K.; Wang, R.; Schmehl, R.H.; Ferrere, S. M. Ludwikow, M.; Merkert, J.W.; Headford, C.E.L; Elliott, C.M. J. Am. Chem. Soc. 1992, 114, 430; Mecklenburg, S.L.; Peek, B.M.; Schoonover, J.R.; McCafferty, D.O.; Wall, C.G.; Erickson,; Meyer, T.J. J. Am. Chem. Soc. 1993, 115, 5479; Opperman, K.A.; Mecklenburg, S.L.; Meyer, T.J. Inorg Chem. 1994, 33, 5295.
5. Sauvage, J.-P.; Collin, J.-P.; Chambron, J.-C.; Guillerez, S.; Coudret, C.; Balzani, V.; Barigelletti, F.; Decola, L.; Flamigni, L. Chem. Rev. 1994, 94, 993; Schanze, K.S.; Sauer, K. J. Am. Chem. Soc. 1988, 110, 1180; Cooley, L.F.; Larson, S.L.; Elliott, C.M.; Kelley, D.F. J. Phys. Chem. 1991, 95, 10694; Ryu, C.K.; Wang, R.; Schmehl, R.H.; Ferrere, S. M. Ludwikow, M.; Merkert, J.W.; Headford, C.E.L; Elliott, C.M. J. Am. Chem. Soc. 1992, 114, 430; Mecklenburg, S.L.; Peek, B.M.; Schoonover, J.R.; McCafferty, D.O.; Wall, C.G.; Erickson,; Meyer, T.J. J. Am. Chem. Soc. 1993, 115, 5479; Opperman, K.A.; Mecklenburg, S.L.; Meyer, T.J. Inorg Chem. 1994, 33, 5295.
6. Sauvage, J.-P.; Collin, J.-P.; Chambron, J.-C.; Guillerez, S.; Coudret, C.; Balzani, V.; Barigelletti, F.; Decola, L.; Flamigni, L. Chem. Rev. 1994, 94, 993; Schanze, K.S.; Sauer, K. J. Am. Chem. Soc. 1988, 110, 1180; Cooley, L.F.; Larson, S.L.; Elliott, C.M.; Kelley, D.F. J. Phys. Chem. 1991, 95, 10694; Ryu, C.K.; Wang, R.; Schmehl, R.H.; Ferrere, S. M. Ludwikow, M.; Merkert, J.W.; Headford, C.E.L; Elliott, C.M. J. Am. Chem. Soc. 1992, 114, 430; Mecklenburg, S.L.; Peek, B.M.; Schoonover, J.R.; McCafferty, D.O.; Wall, C.G.; Erickson,; Meyer, T.J. J. Am. Chem. Soc. 1993, 115, 5479; Opperman, K.A.; Mecklenburg, S.L.; Meyer, T.J. Inorg Chem. 1994, 33, 5295.
7. Sauvage, J.-P.; Collin, J.-P.; Chambron, J.-C.; Guillerez, S.; Coudret, C.; Balzani, V.; Barigelletti, F.; Decola, L.; Flamigni, L. Chem. Rev. 1994, 94, 993; Schanze, K.S.; Sauer, K. J. Am. Chem. Soc. 1988, 110, 1180; Cooley, L.F.; Larson, S.L.; Elliott, C.M.; Kelley, D.F. J. Phys. Chem. 1991, 95, 10694; Ryu, C.K.; Wang, R.; Schmehl, R.H.; Ferrere, S. M. Ludwikow, M.; Merkert, J.W.; Headford, C.E.L; Elliott, C.M. J. Am. Chem. Soc. 1992, 114, 430; Mecklenburg, S.L.; Peek, B.M.; Schoonover, J.R.; McCafferty, D.O.; Wall, C.G.; Erickson,; Meyer, T.J. J. Am. Chem. Soc. 1993, 115, 5479; Opperman, K.A.; Mecklenburg, S.L.; Meyer, T.J. Inorg Chem. 1994, 33, 5295.
8. Sauvage, J.-P.; Collin, J.-P.; Chambron, J.-C.; Guillerez, S.; Coudret, C.; Balzani, V.; Barigelletti, F.; Decola, L.; Flamigni, L. Chem. Rev. 1994, 94, 993; Schanze, K.S.; Sauer, K. J. Am. Chem. Soc. 1988, 110, 1180; Cooley, L.F.; Larson, S.L.; Elliott, C.M.; Kelley, D.F. J. Phys. Chem. 1991, 95, 10694; Ryu, C.K.; Wang, R.; Schmehl, R.H.; Ferrere, S. M. Ludwikow, M.; Merkert, J.W.; Headford, C.E.L; Elliott, C.M. J. Am. Chem. Soc. 1992, 114, 430; Mecklenburg, S.L.; Peek, B.M.; Schoonover, J.R.; McCafferty, D.O.; Wall, C.G.; Erickson,; Meyer, T.J. J. Am. Chem. Soc. 1993, 115, 5479; Opperman, K.A.; Mecklenburg, S.L.; Meyer, T.J. Inorg Chem. 1994, 33, 5295.
9. Kumar, K.; Tepper, R. J.; Zeng, Y.; Zimmt, M. B. J. Org. Chem. 1995, 60, 4051-4066 and references therein; Lawson, J. M.; Craig, D. C.; Oliver, A. M.; Paddon-Row, M. N. Tetrahedron 1995, 51, 3841-3864.
10. Kumar, K.; Tepper, R. J.; Zeng, Y.; Zimmt, M. B. J. Org. Chem. 1995, 60, 4051-4066 and references therein; Lawson, J. M.; Craig, D. C.; Oliver, A. M.; Paddon-Row, M. N. Tetrahedron 1995, 51, 3841-3864.
11. Warrener, R. N.; Elsey, G. M.; Sankar, I. V.; Butler, D. N.; Pekos, P.; Kennard, C. H. L. Tetrahedron Lett. 1994, 35, 6745-6748.
12. Warrener, R. N.; Houghton, M. A.; Keene, F. R.; Kelso, L.; Butler, D.N.; Dash, R. J. Chem. Soc, Chem. Commun 1995, submitted.
13. Warrener, R. N.; Bina, S; Butler, D. N.; Pitt, I. G.; Russell, R. A. Tetrahedron Lett. 1990, 31, 7073-7076.
14. Abdel-Wahab, A.A. and Dürr, H. in Photochemical Key Steps in Organic Synthesis, Mattay, J. and Griesbeck, A.G. (eds.) VCH, 1994, p. 153.
15. Smith, C. D. J. Am. Chem. Soc. 1966, 88, 4273-4274.
16. +), 512, 373, 168.
17. Paddon-Row, M.N.; Cotsaris, E.; Patney, H.K. Tetrahedron 1986, 42, 1779; Warrener, R.N.; Strauss, J. ARC Grant Report 1985, unpublished results.
18. Paddon-Row, M.N.; Cotsaris, E.; Patney, H.K. Tetrahedron 1986, 42, 1779; Warrener, R.N.; Strauss, J. ARC Grant Report 1985, unpublished results.
19. X-Ray data Compound 6 crystallised from 3:1 MeOH:THF. Submitted to the Cambridge Crystallographic Data Center, 12 Union Rd., Cambridge, CB21E2.
20. Keene, F. R.; Kelso, L. 1995, unpublished results.
21. Anastassiou, A. G. J. Org. Chem. 1966, 31, 1131-1134.
22. Warrener, R.N.; Tan, R. Y. S.; Russell, R. A. Tetrahedron Lett. 1979, 35, 2943-2946.