Synthesis and photochemical properties of oligo-ortho-azobenzenes

Journal of Organic Chemistry

Volumn 76, Issue 23, 2011, Pages 9826-9834

  Bellotto, Silvia ^a,b   Reuter, Raphael ^a   Heinis, Christian ^b   Wegner, Hermann A ^a  

^a UNIVERSITY OF BASEL   (Switzerland)

^b EPFL   (Switzerland)

Author keywords

[No Author keywords available]

Indexed keywords

EFFICIENT STRATEGY; ORGANIC CHEMISTRY; PHOTOCHEMICAL PROPERTIES; PHOTOCHROMIC BEHAVIOR; UV IRRADIATION;

IRRADIATION;

PHOTOCHROMISM;

AZOBENZENE DERIVATIVE; NITROGEN DERIVATIVE; OLIGOMER;

ABSORPTION SPECTROSCOPY; ARTICLE; CONFORMATIONAL TRANSITION; ISOMERIZATION; PHOTOCHEMISTRY; QUANTUM YIELD; REACTION ANALYSIS; SYNTHESIS; ULTRAVIOLET IRRADIATION;

AZO COMPOUNDS; MOLECULAR STRUCTURE; PHOTOCHEMICAL PROCESSES; STEREOISOMERISM;

EID: 82255162509     PISSN: 00223263     EISSN: 15206904     Source Type: Journal    
DOI: 10.1021/jo201996w     Document Type: Article

References (35)

1. Griffiths, J. Chem Soc. Rev. 1972, 1, 481-493
2. Mills, C. J. Chem. Soc. 1895, 67, 925-933
3. Hamon, F.; Djedaini-Pilard, F.; Barbot, F.; Len, C. Tetrahedron 2009, 65, 10105-10123
4. Lim, Y.-K.; Lee, K.-S.; Cho, C.-G. Org. Lett. 2003, 5, 979-982
5. Reuter, R.; Hostettler, N.; Neuburger, M.; Wegner, H. A. Eur. J. Org. Chem. 2009, 32, 5647-5652
6. Kumar, G. S.; Neckers, D. C. Chem. Rev. 1989, 89, 1915-1925
7. Yim, K. S.; Fuller, G. G. Phys. Rev. 2003, 67, 041601
8. Petrova, T. S.; Mancheva, I.; Nacheva, E.; Tomova, N.; Dragostinova, V.; Todorov, T.; Nikolova, L. J. Mater. Sci.: Mater. Electron. 2003, 14, 823-824
9. Pan, X.; Wang, C.; Xu, H.; Wang, C.; Zhang, X. Appl. Phys. B: Lasers Opt. 2007, 86, 693-697
10. El Halabieh, R. H.; Mermut, O.; Barrett, C. J. Pure Appl. Chem. 2004, 76, 1445-1465
11. Stoll, R. S.; Hecht, S. Angew. Chem., Int. Ed. 2010, 49, 5054-5075
12. For a recent example of peptides controlled by two isolated azobenzene units see: Samanta, S.; Woolley, G. A. ChemBioChem 2011, 12, 1712-1723
13. Beharry, A. A.; Woolley, G. A. Chem. Soc. Rev. 2011, 40, 4422-4437
14. Birnbaum, P. P.; Linford, J. H.; Style, D. W. G. Trans. Faraday Soc. 1953, 49, 735-744
15. Crecca, C. R.; Roitberg, A. E. J. Phys. Chem. A 2006, 110, 8188-8203
16. Albini, A.; Fasani, E.; Pietra, S. J. Chem. Soc., Perkin Trans. 2 1983, 1021-1024
17. Bléger, D.; Dokić, J.; Peters, M. V.; Grubert, L.; Saalfrank, P; Hecht, S. J. Phys. Chem. B 2011, 115, 9930-9940
18. Cisnetti, F.; Ballardini, R.; Credi, A.; Gandolfi, M. T.; Masiero, S.; Negri, F.; Pieraccini, S.; Spada, G. P. Chem. - Eur. J. 2004, 10, 2011-2021
19. Meldola, R. J. Chem. Soc. 1883, 43, 425-442
20. Ruggli, P.; Iselin, E. Helv. Chim. Acta 1947, 30, 733-738
21. Ruggli, P.; Wüst, W. Helv. Chim. Acta 1945, 28, 781-791
22. Ruggli, P.; Rohner, L. Helv. Chim. Acta 1942, 25, 1533-1542
23. Hilpert, H.; Hoesch, L.; Dreiding, A. S. Helv. Chim. Acta 1985, 68, 325-333
24. Sebe, I.; Cornel, T.-M. Rev. Roum. Chim. 1995, 40, 275-286
25. Hand-held UV lamp, 8 W, 365 nm, rt, in chloroform.
26. Bandara, H. M. D.; Cawley, S.; Gascón, J. A.; Burdette, S. C. Eur. J. Org. Chem. 2011, 2011, 2916-2919
27. Shirin, Z.; Thompson, J.; Liable-Sands, L.; Yap, G. P. A.; Rheingold, A. L.; Borovik, A. S. J. Chem. Soc., Dalton Trans. 2002, 8, 1714-1720
28. Tie, C.; Gallucci, J. C.; Parquette, J. R. J. Am. Chem. Soc. 2006, 128, 1162-1171
29. Tibiletti, F.; Simonetti, M.; Palmisano, G.; Parravicini, M.; Imbesi, F.; Tollari, S.; Penoni, A.; Nicholas, K. M. Tetrahedron 2010, 66, 1280-1288
30. Apasov, E. T.; Churakov, A. M.; Strelenko, Y. A.; Ioffe, S. L.; Djetigenov, B. A.; Tartakovsky, V. A. Tetrahedron 1995, 51, 6775-6782
31. de Mendoza, J.; Millan, C.; Rull, P. J. Chem. Soc., Perkin Trans. 1 1981, 403-407
32. Kaiya, T.; Fujiwara, T.; Kohda, K. Chem. Res. Toxicol. 2000, 13, 993-1001
33. Roling, P. V.; Kirt, D. D.; Dill, J. L.; Hall, S.; Hollstrom, C. J. Organomet. Chem. 1976, 116, 39-53
34. Jirman, J. Collect. Czech. Chem. Commun. 1991, 56, 2160-2168
35. Skulski, L.; Waclaweck, W. Bull. Acad. Pol. Sci., Ser. Sci. Chim. 1971, 19, 277-286