Synthesis and photochromic properties of helically locked 1,2-dithienylethenes

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Liviu Dinescu and Zhi Yuan Wang


Abstract

The synthesis of a new family of 1,2-diarylethenes, helically locked 1,2-dithienylethenes, is reported, along with their photochromic properties in solution and as polymeric films.


References

  1. M. Irie and K. Uchida, Bull. Chem. Soc. Jpn., 1998, 71, 985 CAS.
  2. N. L. Lucas, J. Van Esch, M. R. Kellog and B. L. Feringa, Chem. Commun., 1998, 2313 RSC.
  3. K. Uchida, Y. Nakayama and M. Irie, Bull. Chem. Soc. Jpn., 1990, 63, 1311 CAS.
  4. N. P. Buu-Hoi, N. Hoan and N. H. Khoi, Recl. Trav. Chim. Pays-Bas, 1950, 69, 1053 CAS.
  5. T. Mukaiyama, T. Sato and J. Hanna, Chem. Lett., 1973, 1041 CAS.
  6. Selected data for 1a:δH(400 MHz, CDCl3) 1.36 (s, 3H), 1.37 (s, 3H), 1.75–1.90 (m, 2H), 2.04–2.15 (m, 2H), 2.22 (s, 6H) 2.44 (dt, J= 14.0, 3.2, 1H), 2.63 (dd, J 8.4, 2.8, 2H), 2.73–2.86 (m, 3H), 3.38–3.47 (m, 2H). For 1b:δH(400 MHz, CDCl3) 1.22 (t, J 7.2, 3H), 1.23–1.33 (m, 1H), 1.44 (s, 3H), 1.53 (s, 3H), 1.52–1.60 (m, 1H), 2.22 (q, J13.5, 2H), 2.32 (s, 3H), 2.33 (s, 3H), 2.50–2.55 (m, 1H), 2.61–2.86 (m, 6H), 2.95–3.00 (m, 1H), 3.61 (q, J 7.2, 2H).
  7. F. Fringuelli and A. Taticchi, in Dienes in the Diels–Alder Reaction, Wiley, New York, 1990 Search PubMed.
  8. M. Irie and M. Mohri, J. Org. Chem., 1988, 53, 803 CrossRef CAS.
  9. M. Irie, K. Uchida, T. Eriguchi and H. Tsuzuki, Chem. Lett., 1995, 899 CAS; M. Irie, T. Lifka and K. Uchida, Mol. Cryst. Liq. Cryst., 1997, 297, 81 Search PubMed.
  10. M. Irie, K. Sakemura, M. Okinaka and K. Ukida, J. Org. Chem., 1995, 60, 8305 CrossRef CAS.
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