Application of the Kauffmann areno-analogy principle -stability towards oxidation of the méthylène spacers in quadrupolar [14] heterophane frameworks incorporating 4- or 3-pyridiniomethyl-l,2,4-triazolate betaine units

European Journal of Organic Chemistry

Volumn , Issue 2, 2002, Pages 235-241

  Alcalde, Ermitas ^a   Mesquida, Neus ^a   Gisbert, Maria ^a   Perez Garcia, Lluïsa ^a  

^a UNIVERSITY OF BARCELONA   (Spain)

Author keywords

Autoxidation; Betaines; Cyclophanes; Donor acceptor systems

Indexed keywords

SYSTEM STABILITY;

4-TRIAZOLATE; AUTOXIDATION; BUILDING BLOCKES; CYCLOPHANES; DONOR-ACCEPTOR SYSTEM; MACROCYCLES; METHYLENE SPACERS; STRUCTURAL FEATURE;

BETAINES;

BETAINE; CYCLOPHANE DERIVATIVE;

ARTICLE; CARBON NUCLEAR MAGNETIC RESONANCE; CHEMICAL STRUCTURE; NUCLEAR MAGNETIC RESONANCE IMAGING; OXIDATION; PROTON NUCLEAR MAGNETIC RESONANCE; SPECTROSCOPY; STRUCTURE ANALYSIS;

EID: 0036158064     PISSN: 1434193X     EISSN: None     Source Type: Journal    
DOI: 10.1002/1099-0690(20021)2002:2<235::AID-EJOC235>3.0.CO;2-2     Document Type: Article

References (21)

1. Heterocyclic Betaines, 45. Part 44 see: E. Alcalde, I. Dinarès, N. Mesquida, L. Pérez-Garcia, Targets in Heterocyclic Systems 2000, 4, 379-403.
2. Comprehensive Snpraniolecitlar Chemistry, (Eds.: 1 L. Atwood, J. E. D. Davies, D. D. Macnicol, F. Vögtle), Pergamon, Oxford, 1996.
3. V. Balzani, A. Credi, F. M. Raymo, J. F. Stoddart, Angew. Clicm. Int. Ed 2000, 39, 3348-3391.
4. C. P. Collier, G. Mattersteig, E. W. Wong, Y. Luo, K. Beverly, J. Sampaio, F. M. Raymo, J. F. Stoddart, J. R. Heath, Science 2000, 289, 1172-1175.
5. G. De la Torre, C. G. Ciaessens, T. Torres, Eiir. J. Org. Chcm. 2000, 2821-2830. W J. S. Bradshaw, R. M. Izatt, Ace. Chcm. Res. 1997, 30, 338-345.
6. T. KaufTmann, Angeu: Chcm. Int. Ed. Engl. 1979,18, 1-19.
7. T. Kauffmann, Augen: Chcm. Im. Ed. Engl. 1971, 10, 743-744.
8. [4d][4a] V. P. Mamaev, P. O. Shkurko, S. G. Baram, Adv. Heterocycl. Chcm. 1987, 42, 1-82.
9. G. B. Bariin, J. Chem. Soc. (B) 1967, 641-647.
10. A. Abbotto, S. Bradamante, A. Facchetti, G. A: Pacani, J. Org. Chcm. 1999, 64, 6756-6763.
11. J. Catalan, J. L. M. Abboud, J. Elguero, Adv. Heterocycl Chem. 1987, 41, 187-274.
12. W. Adam, H. M. Harrer, F. Kita, W. M. Nau, Pure & Appl. Client. 1997, 69, 91-96.
13. J. J. Brocks, H.-D. Beckhaus, A. L. J. Beckwith, C. Rüchardt, J. Org. Chcm. 1998, 63, 1935-1943.
14. H. G. Viehe, R. Merényi, Z. Janousek, Pure & Appl. Chem. 1988,60, 1635-1644.
15. E. Alcalde, M. Gisbert, L. Pérez-Garcia, J. Chem. Soc., Chem. Commun. 1994, 981-982.
16. E. Alcalde, M. Gisbert, J. M. Pons, L. Pérez-Garcia, Tetrahedron 1996, 52, 15197-15208.
17. E. Alcalde, M. Gisbert, L. Pérez-Garcia, Chem. Lett. 1995, 865-866, and references therein.
18. E. Alcalde, S. Ramos, L. Pérez-Garcia, Org. Lett. 1999, 1, 1035-1038.
19. M. Alemany, Ph. D. thesis, Universität de Barcelona, (microfilm no. 2514), 1995.
20. J. S. Bradshaw, R. B. Nielsen, P.-K. Tse, G. Arena, B. E. Wilson, N. K. Dalley, J. D. Lamb, J. J. Christensen, R. M. Izatt, J. Heterocyclic Chem. 1986,25, 361-368.
21. E. Alcalde, N. Mesquida, I. Fernândez, E. Giralt, Rapid Commun. Mass Spectrom. 2000, 14, 1014-1016 and references cited therein.