Novel photochromic macrocycles composed of thiophene and ethylene building blocks: synthesis, structure, and photochromic property

Tetrahedron Letters

Volumn 49, Issue 10, 2008, Pages 1582-1585

  Yin, Jun ^a   Lin, Yan ^a   Cao, Xiufang ^a   Yu, Guang Ao ^a   Liu, Sheng Hua ^a  

^a BEIJING UNIVERSITY OF POSTS AND TELECOMMUNICATIONS   (China)

Author keywords

Macrocycle; Photochromic property; Structure; Synthesis; Thiophene

Indexed keywords

ETHYLENE; MACROCYCLIC COMPOUND; THIOPHENE;

ARTICLE; CHEMICAL STRUCTURE; CRYSTAL STRUCTURE; MASS SPECTROMETRY; NUCLEAR MAGNETIC RESONANCE; SYNTHESIS; X RAY DIFFRACTION;

EID: 38949138409     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2008.01.052     Document Type: Article

References (40)

1. Zhang W., and Moore J.S. Angew. Chem., Int. Ed. 45 (2006) 4416-4439
2. Datar A., Zhang W., Yang X., Naddo T., Huang J., Zuo J., Yen M., Moore J., and Zang L. J. Am. Chem. Soc. 128 (2006) 6576-6577
3. Zhang W., and Moore J.S. J. Am. Chem. Soc. 127 (2005) 11863-11870
4. Zhang W., and Moore J.S. J. Am. Chem. Soc. 126 (2004) 12796
5. Zhao D., and Moore J.S. Chem. Commun. (2003) 807-818
6. Höger S. Angew. Chem., Int. Ed. 44 (2005) 3806-3808
7. Höger S. Chem. Eur. J. 10 (2004) 1320-1329
8. Fischer M., Lieser G., Rapp A., Schnell I., Mamdouh W., De Feyter S., De Schryver F.C., and Höger S. J. Am. Chem. Soc. 126 (2004) 214-222
9. Höger S. Chem. Eur. J. 10 (2004) 1320
10. Fischer M., and Höger S. Tetrahedron 59 (2003) 9441
11. Höger S., Rosselli S., Ramminger A.-D., and Enkelmann V. Org. Lett. 4 (2002) 4269-4272
12. Höger S., Bonrad K., Mourran A., Beginn U., and Möller M. J. Am. Chem. Soc. 123 (2001) 5651-5659
13. Yamaguchi Y., and Yoshida Z. Chem. Eur. J. 9 (2003) 5430-5440
14. Grave C., and Schlüter A.D. Eur. J. Org. Chem. (2002) 3075-3098
15. Diederich F. Chem. Commun. (2001) 219-227
16. Bunz U.H.F., Rubin Y., and Tobe Y. Chem. Soc. Rev. 28 (1999) 107-119
17. Haley M.M., Pak J.J., and Brand S.C. Top. Curr. Chem. 201 (1999) 81-130
18. Moore J.S. Acc. Chem. Res. 30 (1997) 402-413
19. Rosselli S., Ramminger A.-D., Wagner T., Silier B., Wiegand S., Häußler W., Lieser G., Scheumann V., and Höger S. Angew. Chem., Int. Ed. 40 (2001) 3138-3141
20. Lehn J.-M., Atwood J.L., Davies J.E.D., McNicol D.D., Vögtle F., and Reinhoudt D.N. Comprehensive Supramolecular Chemistry Vol. 10 (1996), Pergamon, Oxford
21. Vögtle F. Cyclophan-Chemie, Synthesen, Strukturen, Reactionen (1990), Teubner, Stuttgart
22. Feringa B.L. Molecular Switches (2001), Wiley-VCH, Weinheim
23. Balzani V., Venturi M., and Credi A. Molecular Devices and Machines-A Journey into the Nano World (2003), Wiley-VCH, Weinheim
24. Krömer J., Rios-Carreras I., Fuhrmann G., Musch C., Wunderlin M., Debaerdemaeker T., Mena-Osteritz E., and Bäuerle P. Angew. Chem., Int. Ed. 39 (2000) 3481-3486
25. Mena-Osteritz E., and Bäuerle P. Adv. Mater. 13 (2001) 243-246
26. Ruiz Delgado M.C., Casado J., Hernandez V., Lopez Navarrete J.T., Fuhrmann G., and Bäuerle P. J. Phys. Chem. B 108 (2004) 3158-3167
27. Carré F.H., Corriu R.J.-P., Deforth T., Douglas W.E., Siebert W.S., and Weinmann W. Angew. Chem., Int. Ed. 37 (1998) 652-654
28. Rajca A., Miyasaka M., Pink M., Wang H., and Rajca S. J. Am. Chem. Soc. 126 (2004) 15211-15222
29. Nakao K., Nishimura M., Tamachi T., Kuwatani Y., Miyasaka H., Nishinaga T., and Iyoda M. J. Am. Chem. Soc. 128 (2006) 16740-16747
30. Lucas L.N., de Jong J.J.D., van Esch J.H., Kellogg R.M., and Feringa B.L. Eur. J. Org. Chem. (2003) 155-166
31. Osuka A., Fujikane D., Shinmori H., Kobatake S., and Irie M. J. Org. Chem. 66 (2001) 3913-3923
32. +].
33. Crystallographic data (excluding structure factors) for 1 and 2 have been deposited with the Cambridge Crystallographic Data Centre as Supplementary Publication Numbers CCDC 621191 and 621192, respectively. These data can be obtained free of charge via http://www.ccdc.cam.ac.uk/data_request/cif, or by e-mailing data_request@ccdc.cam.ac.uk, or by contacting The Cambridge Crystallographic Data Centre, 12, Union Road, Cambridge CB2 1EZ, UK; fax: +44 1223 336033.
34. Choi H., Lee H., Kang Y., Kim E., Kang S.O., and Ko J. J. Org. Chem. 70 (2005) 8291-8297
35. Murguly E., Norsten T.B., and Branda N.R. Angew. Chem., Int. Ed. 40 (2001) 1752-1755
36. Myles A.J., and Branda N.R. Adv. Funct. Mater. 12 (2002) 167-173
37. Sud D., Norsten T.B., and Branda N.R. Angew. Chem., Int. Ed. 44 (2004) 2019-2021
38. Irie M., and Uchida K. Bull. Chem. Soc. Jpn. 71 (1998) 985-996
39. Irie M. Chem. Rev. 100 (2000) 1685-1716
40. Tian H., and Yang S. Chem. Soc. Rev. 33 (2004) 85-97