N-Arylated pyridinium salts having reactive groups

Tetrahedron Letters

Volumn 48, Issue 44, 2007, Pages 7778-7781

  Yamaguchi, Isao ^a   Higashi, Hideo ^a   Shigesue, Sachiko ^a   Shingai, Saki ^a   Sato, Moriyuki ^a  

^a SHIMANE UNIVERSITY   (Japan)

Author keywords

Pyridines; Pyridinium salts; Reactive group; Zincke's reaction

Indexed keywords

AMINE; POLYCYCLIC AROMATIC HYDROCARBON DERIVATIVE; PYRIDINIUM DERIVATIVE;

ANION EXCHANGE; AQUEOUS SOLUTION; ARTICLE; ARYLATION; CARBON NUCLEAR MAGNETIC RESONANCE; ELECTRIC CONDUCTIVITY; OPTICAL ROTATION; PROTON NUCLEAR MAGNETIC RESONANCE; QUANTUM YIELD; ULTRAVIOLET SPECTROSCOPY;

EID: 34848847150     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2007.09.009     Document Type: Article

References (27)

1. Takahashi E., Sanda F., and Endo T. J. Polym. Sci., Part A: Polym. Chem. 40 (2002) 1037-1046
2. Onciu M., Onen A., and Yagci Y. Polym. Int. 50 (2001) 144-147
3. Schnabel W. Macromol. Rapid Commun. (2000) 628-642
4. Mchedlov-Petrossyan N.O., Vodolazkaya N.A., Kornienko A.A., Karyakina E.L., and Reichardt C. Langmuir 21 (2005) 7090-7096
5. Pernak J., Kalewska J., Ksycin'ska H., and Cybulski J. Eur. J. Med. Chem. 36 (2001) 899-907
6. Umezawa H., Okada S., Oikawa H., Matsuda H., and Nakanishi H. Bull. Chem. Soc. Jpn. 78 (2005) 344-348
7. Coe B.J., Harris J.A., Asselberghs I., Wostyn K., Clays K., Persoons A., Brunschwig B.S., Coles S.J., Gelbrich T., Light M.E., Hursthouse M.B., and Nakatani K. Adv. Funct. Mater. 12 (2002) 110-116
8. Wang D., Wang M., Wang X., Zhang R., Ma J., and Sun L. J. Mol. Catal. A: Chem. 270 (2007) 278-283
9. Dere R.T., Pal R.R., Patil P.S., and Salunkhe M.M. Tetrahedron Lett. 44 (2003) 5351-5353
10. Viana G.H.R., Santos I.C., Alves R.B., Gil L., Marazano C., and Gil R.P.F. Tetrahedron Lett. 46 (2005) 7773-7776
11. Eda M., Kurth M.J., and Nantz M.H. J. Org. Chem. 65 (2000) 5131-5135
12. Urban D., Duval E., and Langlois Y. Tetrahedron Lett. 41 (2000) 9251-9256
13. Gnecco D., Juárez J., Galindo A., Marazano C., and Enri'quez R.G. Synth. Commun. 29 (1999) 281-287
14. Levillain J., Paquer D., Sene A., and Vazeux M. Synthesis (1998) 99-104
15. Kunugi S., Okubo T., and Ise N. J. Am. Chem. Soc. 98 (1976) 2282-2287
16. Marvell E.N., Caple G., and Shahidi I. J. Am. Chem. Soc. 92 (1970) 5641-5645
17. Marvell E.N., and Shahidi I. J. Am. Chem. Soc. 92 (1970) 5646-5649
18. Herrerías C.I., Yao X., Li Z., and Li C.-J. Chem. Rev. 107 (2007) 2546-2562
19. Dallinger D., and Kappe C.O. Chem. Rev. 107 (2007) 2563-2591
20. Li C.-J. Chem. Rev. 105 (2005) 3095-3165
21. Lindström U.M. Chem. Rev. 102 (2002) 2751-2772
22. The compound 1c was synthesized by Suzuki cross-coupling of 9-bromoanthracene with 4-pyridineboronic acid. See Supplementary data.
23. The compound 1d was synthesized by Wittig reaction of anthracene-9-yl-methyltriphenylphosphine chloride with 4-pyridinecarboxaldehyde. See Supplementary data.
24. 6, 100 MHz): δ 157.2, 149.0, 145.9, 143.2, 138.5, 133.1, 133.0, 132.2, 130.2, 129.9, 128.7, 124.1, 121.3.
25. 2O: C, 64.66; H, 6.18; N, 12.57. Found: C, 64.63; H, 5.85; N, 12.30.
26. Turshatov A.A., Möbius D., Bossi M.L., Hell S.W., Vedernikov A.I., Lobova N.A., Gromov S.P., Alfimov M.V., and Zaitsev S.Y. Langmuir 22 (2006) 1571-1579
27. Akhtaruzzaman M., Tomura M., Nishida J., and Yamashita Y. J. Org. Chem. 69 (2004) 2953-2958