Synthesis and properties of superphanes with cyclopentadienone units

Tetrahedron Letters

Volumn 39, Issue 43, 1998, Pages 7831-7834

  Roers, Rolf ^a   Rominger, Frank ^a   Braunweiler, Christoph ^a   Gleiter, Rolf ^a  

^a UNIVERSITY OF HEIDELBERG   (Germany)

Author keywords

[No Author keywords available]

Indexed keywords

ALKYNE DERIVATIVE; CYCLOPENTADIENE DERIVATIVE; CYCLOPENTADIENONE; SUPERPHANE DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CYCLIC POTENTIOMETRY; DRUG SYNTHESIS;

EID: 0032558646     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(98)01744-4     Document Type: Article

References (22)

1. 1 Keehn, P. M.; Rosenfeld, S. M. Cyclophanes, Academic Press, New York, 1983.
2. 2 Vögtle, F. Cyclophane Chemistry, Synthesis, Structures and Reactions, Wiley, Chichester, 1993.
3. 3 Jutzi, P.; Siemeling, U. Chem. Ber. 1989, 122, 993; Jutzi, P.; Siemeling, U.; Müller, A.; Bögge, H. Organomet. 1989, 8, 1744.
4. 3 Jutzi, P.; Siemeling, U. Chem. Ber. 1989, 122, 993; Jutzi, P.; Siemeling, U.; Müller, A.; Bögge, H. Organomet. 1989, 8, 1744.
5. 4 Gleiter, R.; Merger, M. Angew. Chem. 1997, 109, 2532; Angew. Chem. Int. Ed. Engl. 1997, 36, 2426.
6. 4 Gleiter, R.; Merger, M. Angew. Chem. 1997, 109, 2532; Angew. Chem. Int. Ed. Engl. 1997, 36, 2426.
7. 5 Rausch, M. D.; Genetti, R. A. J. Org. Chem. 1970, 35, 3888; Dickson, R. S.; Mok, C.; Connor, G.Aust. J. Chem. 1977, 30, 2144; Gesing, E. R. F.; Tane, J. P.; Vollhardt, K. P. C.Angew. Chem. 1980, 92, 1057; Angew. Chem. Int. Ed. Engl. 1980, 19, 1023.
8. 5 Rausch, M. D.; Genetti, R. A. J. Org. Chem. 1970, 35, 3888; Dickson, R. S.; Mok, C.; Connor, G.Aust. J. Chem. 1977, 30, 2144; Gesing, E. R. F.; Tane, J. P.; Vollhardt, K. P. C.Angew. Chem. 1980, 92, 1057; Angew. Chem. Int. Ed. Engl. 1980, 19, 1023.
9. 5 Rausch, M. D.; Genetti, R. A. J. Org. Chem. 1970, 35, 3888; Dickson, R. S.; Mok, C.; Connor, G.Aust. J. Chem. 1977, 30, 2144; Gesing, E. R. F.; Tane, J. P.; Vollhardt, K. P. C.Angew. Chem. 1980, 92, 1057; Angew. Chem. Int. Ed. Engl. 1980, 19, 1023.
10. 5 Rausch, M. D.; Genetti, R. A. J. Org. Chem. 1970, 35, 3888; Dickson, R. S.; Mok, C.; Connor, G.Aust. J. Chem. 1977, 30, 2144; Gesing, E. R. F.; Tane, J. P.; Vollhardt, K. P. C.Angew. Chem. 1980, 92, 1057; Angew. Chem. Int. Ed. Engl. 1980, 19, 1023.
11. 6 Jäger, V. in Houben-Weyl, Thieme, Stuttgart 1977, Vol. V/2a, 200.
12. 7 Gleiter, R.; Langer, H.; Schehlmann, V.; Nuber, B. Organometallics 1995, 14, 975.
13. 8 Lalezari, I.; Shafiee, A.; Yalpani, M. Tetrahedron Lett. 1969, 5105; Angew. Chem. 1970, 82, 484; Angew. Chem. Int Ed. Engl. 1970, 9, 464; Petersen, H.; Meier, H. Chem. Ber. 1980, 113, 2383.
14. 8 Lalezari, I.; Shafiee, A.; Yalpani, M. Tetrahedron Lett. 1969, 5105; Angew. Chem. 1970, 82, 484; Angew. Chem. Int Ed. Engl. 1970, 9, 464; Petersen, H.; Meier, H. Chem. Ber. 1980, 113, 2383.
15. 8 Lalezari, I.; Shafiee, A.; Yalpani, M. Tetrahedron Lett. 1969, 5105; Angew. Chem. 1970, 82, 484; Angew. Chem. Int Ed. Engl. 1970, 9, 464; Petersen, H.; Meier, H. Chem. Ber. 1980, 113, 2383.
16. 8 Lalezari, I.; Shafiee, A.; Yalpani, M. Tetrahedron Lett. 1969, 5105; Angew. Chem. 1970, 82, 484; Angew. Chem. Int Ed. Engl. 1970, 9, 464; Petersen, H.; Meier, H. Chem. Ber. 1980, 113, 2383.
17. max [nm] lgε = 224(4.2), 292(4.4), 351(3.6), 364(3.7), 418(3.4).
18. 3. Details of the crystal structure determinations of 2 may be obtained from the Cambridge Crystallographic Data Center, University Chemical Laboratory, Lensfield Road, Cambridge CB 21 E10 (U)K) on quoting the full journal citations.
19. 11 Sheldrick, G. M. 1996, unpublished work, based on the method described in Blessing, R. H. Acta Crystallographica, Sect. A, 1995, 51, 33.
20. 11 Sheldrick, G. M. 1996, unpublished work, based on the method described in Blessing, R. H. Acta Crystallographica, Sect. A, 1995, 51, 33.
21. 12 Sheldrick, G. M. Bruker Analytical X-ray-Division, Madison, Wl 1995.
22. +) system was recorded at 721 mV with an error of± 5 mV vs. Ag/AgCl. All measurements were recorded at v = 100 mV/s.