New photochromic salt spiropyrans of indoline series

Cover Page

Cite item

Full Text

Abstract

The synthesis and study of the structure and photochromic properties of the new salt spiropyrans of the indoline series containing chlorine and bromine atoms as a substituent at the 6' position in 2H-chromene moiety are presented. The structure of the obtained compounds was confirmed by NMR 1H spectroscopy and X-ray diffraction analysis. The compounds are photochromic; the long-wavelength maximum of the absorption band of their open photoinduced form has a significant hypsochromic shift, and the lifetime substantially increases in comparison with the fluorine analog.

About the authors

A. D. Pugachev

Research Institute of Physical and Organic Chemistry, Southern Federal University

Author for correspondence.
Email: lab811@ipoc.sfedu.ru
Russian Federation, 194/2, Stachki avenue, Rostov-on-Don, 344090

M. B. Lukyanova

Research Institute of Physical and Organic Chemistry, Southern Federal University

Email: lab811@ipoc.sfedu.ru
Russian Federation, 194/2, Stachki avenue, Rostov-on-Don, 344090

V. V. Tkachev

Institute of Problem of Chemical Physics of the Russian Academy of Science

Email: lab811@ipoc.sfedu.ru
Russian Federation, 1, Acad. Semenov av., Chernogolovka, Moscow region, 142432

B. S. Lukyanov

Research Institute of Physical and Organic Chemistry, Southern Federal University; Don State Technical Universyty

Email: lab811@ipoc.sfedu.ru
Russian Federation, 194/2, Stachki avenue, Rostov-on-Don, 344090; 344010, Rostov-on-Don, Gagarina square, 1

N. I. Makarova

Research Institute of Physical and Organic Chemistry, Southern Federal University

Email: lab811@ipoc.sfedu.ru
Russian Federation, 194/2, Stachki avenue, Rostov-on-Don, 344090

G. V. Shilov

Institute of Problem of Chemical Physics of the Russian Academy of Science

Email: lab811@ipoc.sfedu.ru
Russian Federation, 1, Acad. Semenov av., Chernogolovka, Moscow region, 142432

I. A. Rostovtseva

Research Institute of Physical and Organic Chemistry, Southern Federal University

Email: lab811@ipoc.sfedu.ru
Russian Federation, 194/2, Stachki avenue, Rostov-on-Don, 344090

L. S. Lapshina

Don State Technical Universyty

Email: lab811@ipoc.sfedu.ru
Russian Federation, 344010, Rostov-on-Don, Gagarina square, 1

V. I. Minkin

Research Institute of Physical and Organic Chemistry, Southern Federal University

Email: lab811@ipoc.sfedu.ru

Academician of the RAS

Russian Federation, 194/2, Stachki avenue, Rostov-on-Don, 344090

S. M. Aldoshin

Institute of Problem of Chemical Physics of the Russian Academy of Science

Email: lab811@ipoc.sfedu.ru

Academician of the RAS

Russian Federation, 1, Acad. Semenov av., Chernogolovka, Moscow region, 142432

References

  1. Klajn R. // Chem. Soc. Rev. 2014. V. 43. № 1. P. 148184.
  2. Szymanski W., Beierle J. M., Kistemaker H. A.V., et al. // Chem. Rev. 2013. V. 113. № 8. P. 6114-6178.
  3. Bouas-Laurent H., Durr H. // Pure Appl. Chem. 2001. V. 73. № 4. P. 639-665.
  4. Paramonov S. V., Lokshin V., Fedorova O. A. // J. Pho- tochem. and Photobiol. C. 2011. V. 12. P. 209-236.
  5. Liu C., Yang D., Jin Q., et al. // Adv. Mater. 2016. V. 28. № 44. P. 1644-1649.
  6. Benniston A. C., Fortage J. // Tetrahedron Lett. 2008. V. 49. P. 4292-4295.
  7. Yue Y., Huo F., Lee S., et al. // Chem. Eur. J. 2016. V. 22. P. 1239-1243.
  8. Лукьянова М. Б., Ткачев В. В., Лукьянов Б. С. и др. // ЖСХ. 2018. Т. 59. № 3. С. 582-587.
  9. Лукьянова М.Б., Ткачев В.В., Пугачев А.Д. и др. // ДАН. 2018. Т. 482. №. 4. С. 414-417.
  10. Лукьянова М. Б., Ткачев В. В., Пугачев А. Д. и др. // ДАН. 2018. Т. 480. № 1. С. 50-54.
  11. Гельман Н. Э., Терентьева Е. А., Шанина Т. М., Кипаренко Л. М. Методы количественного органического элементного анализа. М.: Химия, 1987. 296 c.
  12. Sheldrick G. M. // SHELXTL Bruker AXS Inc., Madison (Wis.), 2000

Supplementary files

Supplementary Files
Action
1. JATS XML

Copyright (c) 2019 Russian academy of sciences

This website uses cookies

You consent to our cookies if you continue to use our website.

About Cookies