Microwave-irradiated and classical syntheses of symmetric double Schiff bases of 1,1′-bis(4-aminophenyl)cyclohexane and their physicochemical characterization

Spectroscopy Letters

Volumn 40, Issue 1, 2007, Pages 97-112

  Gangani, B J ^a   Parsania, P H ^a  

^a SAURASHTRA UNIVERSITY   (India)

Author keywords

1H NMR; FTIR; Microbial activity; MS; Symmetric Schiff base

Indexed keywords

EID: 33847347241     PISSN: 00387010     EISSN: 15322289     Source Type: Journal    
DOI: 10.1080/00387010601091004     Document Type: Article

References (27)

1. Patai, S. The Chemistry of the Carbon-Nitrogen Double Bond; John Wiley & Sons, Ltd: London, 1970.
2. Ittel, S. D.; Johnson, L. K.; Brookhart, M. Late-metal catalyst for ethylene homo and copolymerization. Chem. Rev. 2000, 100, 1169-1204.
3. Barton, D.; Ollis, W. D. Comprehensive Organic Chemistry; Pergamon: Oxford, 1979; Vol. 2.
4. Layer, R. W. The chemistry of imines. Chem. Rev. 1963, 63, 487-507.
5. Ingold, C. K. 'Structure and Mechanism in Organic Chemistry', 2nd ed.; Cornell University Press: 1969.
6. Kuzmi, V. E.; Lozitsky, V. P.; Kamalov, G. L.; Lozitskaya, R. N.; Zheltvay, A. I.; Fedtchouk, A. S.; Kryzhanovsky, D. N. 'Analysis of the structure-anticancer activity relationship in a set of schiff bases of macro cyclic 2,6-bis(2 and 4-formylaryl oxymethyl) pyridines'. Acta Biochimica Polonica 2000, 47, 867-875.
7. Lozitsky, V. P.; Kuzmin, V. E.; Artemenko, A. G.; Lozytska, R. N.; Fedtchouk, A. S.; Muratov, E. N.; Mescheriakov, A. K. 'Investigation of anticancer activity of macrocyclic schiff bases by means of 4D-QSAR based on simplex representation of molecular structure'. SAR and QSAR in Environmental Research 2005, 16, 219-230.
8. Agarwala, V. S.; Krishnaswamy, A. R.; Sen, P. K. 'Synthetic lubricating oil and greases containing chelates of schiff base'. U.S. Pat. 5, 147, 567, 1992.
9. Sprung, M. M. 'A summary of the reaction of aldehydes with amines'. Chem. Rev. 1940, 26, 297-334.
10. Schmeyers, J.; Toda, F.; Boy, J.; Kaupp, G. 'Quantitative solid-solid synthesis of azomethines'. J. Chem. Soc. Perkin Trans. 1998, 2, 989.
11. Tanka, K.; Shirashi, R. 'Clean and efficient condensation of aldehydes and amines in water suspension media'. Green Chem. 2000, 2, 272-273.
12. Xia, M.; Wang, S. H.; Yuan, W. 'Lewis acid catalyzed electrophilic substitution of indole with aldehydes and schiff bases under microwave solvent free irradiation'. Synth. Commun. 2004, 34, 3175-3182.
13. Varma, R. S. 'Solvent free organic syntheses using supported reagent and microwave irradiation'. Green Chem. 1999, 1, 43-55.
14. Loupy, A.; Petit, A.; Hamelin, I.; Texier-Boullet, F.; Jacquault, P.; Mathe, D. 'New solvent free organic synthesis using focused microwaves'. Synthesis 1998, 1213-1234.
15. Lamiri, M.; Bougrin, K.; Daou, B.; Souflaoui, M.; Nicolas, E.; Giralt, E. 'Microwaves assited solvent free regiospecific synthesis of 5-alkylidene and 5-arylidene hydantoins'. Synth. Commun. 2006, 36, 1575-1584.
16. Gedye, R.; Smith, F.; Westaway, K.; Ali, H.; Laberege, L.; Baldisera, L.; Roussel, J. 'The use of microwaves ovens for rapid organic synthesis'. Tetrahedron Lett. 1986, 27, 279-282.
17. Li, Y. X.; Zhao, W. G.; Li, Z. M.; Wang, S. H.; Dong, W. L. 'Microwaves and ultra sound irradiation assisted synthesis of novel disaccharide derived aryl sulfonyl thiosemicarbazides'. Synth. Commun. 2006, 36, 1471-1477.
18. Aghayan, M. M.; Ghassemzadeh, M.; Hoseini, M.; Bolourtchian, M. 'Microwave assisted synthesis of the tetradentate schiff bases under solvent free catalyst free condition'. Synth. Commun. 2003, 33, 521-525.
19. Yang, H.; Sun, W. H.; Li, Z.; Wang, L. 'Solvent free syntheses of salicylaldimines assisted by microwave irradiation'. Synth. Commun. 2002, 32, 2395-2402.
20. Caddic, S. 'Microwave assisted organic reactions'. Tetrahedron. 1995, 53, 10403-10432.
21. Varma, R. S.; Chatterjee, A. K.; Varma, M. 'Alumina mediated deacetylation of benzaldehyde diacetate - simple deprotection method'. Tetrahedron Lett. 1993, 34, 3207-3210.
22. Hamilton, S. K.; Wikinson, D. E.; Hamiton, G. S.; Wu, Y. Q. 'Microwave assited synthesis of N-N′- di aryl cyanoguanidines'. Org. Lett. 2005, 7, 2429-2431.
23. Lin, M. J.; Sun, C. M. 'Microwaves assisted traceless synthesis of thiohydantoin'. Tetrahedron Lett. 2003, 44, 8739-8742.
24. Bary, A. L. 'The Antimicrobial Susceptibility Test, Principle and Practice'; Illus Lea and Fabiger: Philadelphia, 1976, pp. 180-193.
25. Yi, M. H.; Huang, W.; Jin, M. Y.; Choi, K. Y. 'Synthesis and characterization of soluble polyimides from 1,1′-bis(4-aminophenyl) cyclohexane derivatives'. Macromolecules 1997, 30, 5606-5611.
26. Yi, M. H.; Huang, W.; Jin, M. Y.; Choi, K. Y. 'Synthesis and characterization of soluble polyimides from 2,2′ bis(4-amino-phenyl) cycloalkane'. J. Polym. Sci. A Polym. Chem. 1999, 37, 3449-3454.
27. Vygodskii, Y. S.; Churochkina, N. A.; Panova, T. A.; Fedotov, Y. A. 'Novel condensation functional polymer having highly basic groups'. Reactive and Functional Polymers 1996, 30, 241-250.